Category: 637031-88-0

Application of 637031-88-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 637031-88-0 as follows.

To a mixture of 3-methyl-4-[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazin-6-yl]phenol (80 mg, 0.27 mmol), 3,3-difluorocyclobutanol (88.17 mg, 0.82 mmol) and Ph3P (142.64 mg, 0.54 mmol) in THF (2 mL) was added DEAD (94.7 mg, 0.54 mmol) at 0 C under N2. Then the mixture was stirred at 70 C for 16 hours. The mixture was concentrated to give the crude product. The crude product was purified by Prep-HPLC (Waters Xbridge (150 mm x 25 mm, 5 _) A = H20 (10 mM NH4HCO3) and B = CH3CN; 43-73% B over 6 minutes) to give the product (4.22 mg, 11.0 mmol) as a solid. 1H NMR (400MHz, CDC13) _ = 9.57 (d, 1H), 8.13 (s, 1H), 7.38 (d, 1H), 6.84 – 6.80 (m, 1H), 6.77 (dd, 1H), 4.78 -4.66 (m, 1H), 3.20 – 3.09 (m, 2H), 2.86 -2.74 (m, 2H), 2.41 (s, 3H). LCMS R, = 1.16 min in 2.0 min chromatography, 10-80AB, purity 100%, MS ESI calcd. for Ci7H14F5N40 [M+H]+ 385.1, found 385.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,637031-88-0, its application will become more common.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
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Electric Literature of 637031-88-0, Adding some certain compound to certain chemical reactions, such as: 637031-88-0, name is 3,3-Difluorocyclobutanol,molecular formula is C4H6F2O, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 637031-88-0.

To a mixture of A-84 (40 mg, 0.14 mmol), 3,3-difluorocyclobutanol (18.52 mg, 0.17 mmol) and Ph3P (74.89 mg, 0.29 mmol) in THF (2 mL) was added DIAD (57.73 mg, 0.29 mmol) under N2 at 60 C. The mixture was stirred at 60 C for 16 hours. After cooling to room temperature, the mixture was concentrated to the crude product that was purified by prep-TLC (silica gel, DCM) and prep-HPLC (Phenomenex Gemini (250 mm x 50 mm, 10 _) A = H20 (0.05% NH4OH) and B = CH3CN; 58-68 %B over 8 minutes) to afford Compound 59 (7.80 mg, 20.8 mmol) as a solid. H NMR (400MHz, CDC13) _ = 8.26 (d, 1H), 8.01 (d, 2H), 7.74 (d, 1H), 6.99 (d, 2H), 4.81-4.70 (m, 1H), 3.23-3.10 (m, 2H), 2.90-2.75 (m, 2H). LCMS R, = 1.29 min using Method A, MS ESI calcd. for Ci6H12F5N40 [M+H]+ 371.1, found 371.0.

According to the analysis of related databases, 637031-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
Alcohol – Wikipedia,
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Related Products of 637031-88-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 637031-88-0, name is 3,3-Difluorocyclobutanol. A new synthetic method of this compound is introduced below.

: A solution of 4′-bromo-6′- fluoro-r-(trifluoromethyl)spiro[l,3-dioxolane-2,7′-5,6-dihydrocyclopenta[c]pyridine] (0809) (96.2mg, 0.2800mmol) and 2-(di-t-butylphosphino)-3,6-dimethoxy-2′,4′,6′-tri-i-propyl-l,r- biphenyl (3.4 mg, 0.007 mmol) in l,4-dioxane (5.0 mL) was sparged with nitrogen for 3 mins. The reaction mixture was then treated sequentially with potassium hydroxide (47.3 mg, 0.84 mmol), water (101 pL, 5.62 mmol) and [2-(2-aminophenyl)phenyl]-methylsulfonyloxy- palladium; di-t-butyl-[3,6-dimethoxy-2-(2,4,6-triisopropylphenyl)phenyl]phosphane (6.0 mg, 0.007 mmol) under continuous nitrogen stream. The vessel was sealed and heated to 80 C for 1 h and 30 min. The reaction mixture was quenched by the addition of acetic acid (64.3 pL, 1.13 mmol). The reaction mixture was poured into 75 mL of water and extracted with 4 x 20 mL EtOAc. The combined organics were dried with MgS04, filtered, and concentrated to dryness. The product was used without further purification (87 mg). During the reaction, some of the hydrodefluorinated product formed as an impurity. Data for 6-fluoro-l- (trifluoromethyl)-5,6-dihydrospiro[cyclopenta[c]pyridine-7,2′-[l,3]dioxolan]-4-ol: LCMS ESI (+) (M+H) m/z 280. Data for l-(trifluoromethyl)-5,6- dihydrospiro[cyclopenta[c]pyridine-7,2′-[l,3]dioxolan]-4-ol: LCMS ESI (+) (M+H) m/z 262.A solution of impure 6′-fluoro-r-(trifluoromethyl)spiro[l,3-dioxolane-2,7′- 5,6-dihydrocyclopenta[c]pyridine]-4′-ol (44.0 mg, 0.16 mmol), polymer supported (0812) triphenylphosphine (-2.06 mmol/g, 306.2 mg, 0.63 mmol), and 3,3-difluoro-cyclobutanol (68.1 mg, 0.63 mmol) in tetrahydrofuran (3.2 mL) was treated with diisopropyl (0813) azodicarboxylate (120 pL, 0.61 mmol) and stirred at 60 C for 2 h. The reaction mixture was filtered and the filter cake rinsed with 20 mL EtOAc. The filtrate was concentrated and purified by chromatography on silica using 10-30% EtO Ac/hexane to afford a clear solid (39.0 mg, 67%) that was a 2: 1 mixture of the fluorinated and hydrodefluorinated products. LCMS ESI (+) (M+H) m/z 370. Data for 4-(3,3-difluorocyclobutoxy)-6-fluoro-l- (trifluoromethyl)-5,6-dihydrospiro[cyclopenta[c]pyridine-7,2′-[l,3]dioxolane]: LCMS ESI (+) (M+H) m/z 370. Data for 4-(3,3-difluorocyclobutoxy)-l-(trifluoromethyl)-5,6- dihydrospiro[cyclopenta[c]pyridine-7,2′-[l,3]dioxolane]: LCMS ESI (+) (M+H) m/z 352.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,637031-88-0, its application will become more common.

Reference:
Patent; PELOTON THERAPEUTICS, INC.; JOSEY, John A.; SHRIMALI, Rajeev; WALLACE, Eli M.; WONG, Tai; (195 pag.)WO2019/191227; (2019); A1;,
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Reference of 637031-88-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 637031-88-0, name is 3,3-Difluorocyclobutanol. This compound has unique chemical properties. The synthetic route is as follows.

[0433] Step D: Preparation of 6-fluoro-l-(trifluoromethyl)-5,6- dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolan1-4-ol and l-(trifluoromethyl)-5,6- dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolan1-4-ol: A solution of 4′-bromo-6′-fluoro- -(trifluoromethyl)spiro[l,3-dioxolane-2,7′-5,6-dihydrocyclopenta[c]pyridine] (96.2mg, 0.2800mmol) and 2-(di-t-butylphosphino)-3,6-dimethoxy-2′,4′,6′-tri-i-propyl-l, r-biphenyl (3.4 mg, 0.007 mmol) in 1,4-dioxane (5.0 mL) was sparged with nitrogen for 3 mins. The reaction mixture was then treated sequentially with potassium hydroxide (47.3 mg, 0.84 mmol), water (101 muEpsilon, 5.62 mmol) and [2-(2-aminophenyl)phenyl]-methylsulfonyloxy-palladium; di-t-butyl- [3,6-dimethoxy-2-(2,4,6-triisopropylphenyl)phenyl]phosphane (6.0 mg, 0.007 mmol) under continuous nitrogen stream. The vessel was sealed and heated to 80 C for 1 h and 30 min. The reaction mixture was quenched by the addition of acetic acid (64.3 muEpsilon, 1.13 mmol). The reaction mixture was poured into 75 mL of water and extracted with 4 x 20 mL EtOAc. The combined organics were dried with MgS04, filtered, and concentrated to dryness. The product was used without further purification (87 mg). During the reaction, some of the hydrodefluorinated product formed as an impurity. Data for 6-fluoro-l-(trifluoromethyl)-5,6- dihvdrospirorcvclopentarclpyridine-7.2′-ri.31dioxolanl-4-ol: LCMS ESI (+) (M+H) m/z 280. Data for l-(trifluoromethyl)-5,6-dihydrospiro[cyclopenta[clpyridine-7,2′-[L31dioxolanl-4-ol: LCMS ESI (+) (M+H) m/z 262. [0434] Step E: Preparation of 4-(3,3-difluorocvclobutoxy)-6-fluoro-l-(trifluoromethyl)- 5,6-dihydrospiro[cyclopenta[clpyridine-7,2′-[L31dioxolanel and 4-(3 , 3 -difluorocy clobutoxy)- 1 – (trifluoromethyl)-5,6-dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolane1: A solution of impure 6′-fluoro- -(trifluoromethyl)spiro[l,3-dioxolane-2,7′-5,6-dihydrocyclopenta[c]pyridine]- 4′-ol (44.0 mg, 0.16 mmol), polymer supported triphenylphosphine (-2.06 mmol/g, 306.2 mg, 0.63 mmol), and 3,3-difluoro-cyclobutanol (68.1 mg, 0.63 mmol) in tetrahydrofuran (3.2 mL) was treated with diisopropyl azodicarboxylate (120 mu^, 0.61 mmol) and stirred at 60 C for 2 h. The reaction mixture was filtered and the filter cake rinsed with 20 mL EtOAc. The filtrate was concentrated and purified by chromatography on silica using 10-30% EtOAc/hexane to afford a clear solid (39.0 mg, 67%) that was a 2: 1 mixture of the fluorinated and hydrodefluorinated products. LCMS ESI (+) (M+H) m/z 370. Data for 4-(3.3 -difluorocvclobutoxy)-6-fluoro- 1 – (trifluoromethyl)-5,6-dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolane1: LCMS ESI (+) (M+H) m/z 370. Data for 4-(3.3-difluorocvclobutoxyVl-(trifluoromethvn-5.6- dihvdrospirolcvclopentalc1pyridine-7.2′-r 1.3 ldioxolanel : LCMS ESI (+) (M+H) m/z 352.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 637031-88-0, 3,3-Difluorocyclobutanol.

Reference:
Patent; PELOTON THERAPEUTICS, INC.; WEHN, Paul; XU, Rui; YANG, Hanbiao; (146 pag.)WO2016/144826; (2016); A1;,
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Synthetic Route of 637031-88-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.637031-88-0, name is 3,3-Difluorocyclobutanol, molecular formula is C4H6F2O, molecular weight is 108.09, as common compound, the synthetic route is as follows.

To a 10-mL Schlenk tube were added Example 8f (240 mg, 0.8 mmol), Example lj (130 mg, 1.2 mmol), K2C03 (221 mg, 1.6 mmol) and DMF (4 mL). The tube was sealed and heated at 80C for 16 hours. The reaction was cooled to room temperature. Water (10 mL) was added, the mixture was extracted by EtOAc (10 mL*3). The combined organic phase was washed with brine, dried over Na2SO4, filtrated and concentrated under reduced pressure to give the crude product which was further purified by silica gel chromatography to give the pure product Example 8g (92 mg, yield 30%) as a white solid. ?H NMR (400 IVIHz, Chloroform-d) 7.36 (d, J 8.6 Hz, 1H), 6.86 (d, J 8.6 Hz, 1H), 4.77 (d, J= 9.3 Hz, 1H), 4.39-4.33 (m, 2H),4.28-4.23 (m, 2H), 3.13 (ddt, J 18.9, 12.3, 6.5 Hz, 2H), 2.94-2.81 (m, 2H).

Statistics shows that 637031-88-0 is playing an increasingly important role. we look forward to future research findings about 3,3-Difluorocyclobutanol.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (151 pag.)WO2018/31680; (2018); A1;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.637031-88-0, name is 3,3-Difluorocyclobutanol, molecular formula is C4H6F2O, molecular weight is 108.09, as common compound, the synthetic route is as follows.SDS of cas: 637031-88-0

A solution of (racemic)-2′,3′,4′-trifluoro-7′-(fluoromethylsulfonyl)spiro[l,3-dioxolane-2, -indane] (13.5 mg, 0.041 mmol) and 3,3-difluoro-cyclobutanol (6.5 mu^, 0.066 mmol) in acetonitrile (1.0 mL) at 25 C was treated with potassium hydroxide (3.5 mg, 0.0600mmol) and stirred at 25 C for 1 h. Volatiles were removed by concentration under reduced pressure. The reaction mixture was poured into 20 mL of water and extracted with 3 x 20 mL EtOAc. The combined organics were rinsed with 10 mL of brine, dried with MgS04, filtered, and concentrated to dryness. The product was used without further purification. ESI (+) [M+ H4]+ m/z 432.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,637031-88-0, 3,3-Difluorocyclobutanol, and friends who are interested can also refer to it.

Reference:
Patent; PELOTON THERAPEUTICS, INC.; DIXON, Darryl, David; GRINA, Jonas; JOSEY, John, A.; RIZZI, James, P.; SCHLACHTER, Stephen, T.; WALLACE, Eli, M.; WANG, Bin; WEHN, Paul; XU, Rui; YANG, Hanbiao; (237 pag.)WO2016/144825; (2016); A1;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 637031-88-0, 3,3-Difluorocyclobutanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 637031-88-0, blongs to alcohols-buliding-blocks compound. SDS of cas: 637031-88-0

1-Bromo-4-(3,3-difluorocyclobutoxy)benzene. PPh3 (267 mg, 1.02 mmol) is dissolved in dry toluene (2 mL) and cooled to 0 C. Dropwise, diethyl azodicarboxylate (0.165 mL, 1.02 mmol) is added and the light yellow sol. is stirred at 0 C for 10 min. A sol. of 3,3-difluorocyclobutanol (100 mg, 0.925 mmol) in toluene (0.8 ml) is added. After stirring for another 10 min at rt, 4-bromophenol (160 mg, 0.925 mmol) is added, and the sol. is stirred at 100C overnight. The mixture is allowed to cool to rt, and the solvents are removed under reduced pressure. Purification of the crude by automated FC (Combiflash, 40 g silicagel, EtOAc / heptane 0:100 ? 5:95) yields the title product. LC-MS: tR= 0.94 min (conditions 3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,637031-88-0, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BEZENCON, Olivier; GATFIELD, John; HEIDMANN, Bibia; SIEGRIST, Romain; STAMM, Simon; (86 pag.)WO2016/41892; (2016); A1;,
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Electric Literature of 637031-88-0 , The common heterocyclic compound, 637031-88-0, name is 3,3-Difluorocyclobutanol, molecular formula is C4H6F2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A slurry of Intermediate 100 (40 mg, 0.085 mmol), 3,3-difluorocyclobutanol (11.5 mg,106 rnmoi), (4,4-di-t-butyi-2,2-bipyridine)bis[3,5-difluoro-2-[5-trifluoromethyi-2-pyridinyi- kappaN)phenyl-kappaCjiridium(lli) hexatluorophosphate (087 mg, 0.85 Itmol), nickei(ll) bromide ethylene glycol dimethyl ether complex (1.3 mg, 4.3 jimol), 4,4-di-tert-butyl-2,2- hipyridine (1.1 mg, 4.3 imol), potassium carbonate (14.7 mg, 0.106 mmol) and quinuclidine (0.95 mg, 8.50 jirnol) in CH3CN (850 il) was degassed, blanketed under N2 and irradiated with blue LED for 16 h, Additional amounts of 3-difluorocyclobutanol (11.5 mg, 0.106 mmoi), (4,4- di-t-butyi-2,2-bipyridine)bi s[3 , 5-difiuoro-2–[5-trifiuoromethyi-2-pyridinyl-kappan)phenyl kappaciiridiurn(1II) hexafluorophosphate (0.87 mg, 0.850 lrnol), nickei(II) bromide ethyleneglycol dimethyl ether complex (1.3 mg, 4.25 jimol), (1.1 mg,4.25 umol), potassium carbonate (14.7mg, 0.106 mrnoi) and quinuclidine (0.95 mg, 8.50 FIrnol) were added, the reaction mixture was degassed, blanketed under N2 and irradiated with blue LED for additional 16 h w/ air cooling. The reaction mixture was quenched with TFA, concentrated, suspended in DMF, filtered and purified by reverse phase HPLC to afford Example 360 (4.3 mg,10 % yield). MS ES1) ith: 497.9 (M+H). iHri4R (500 MHz, DMSO-d6) oe ppm ). 28 (br d,J=7.6 Hz, IH), 8.48 (br d, J7.6 Hz, 1H), 8.31 8.24 (rn, IH), 8.21 (s, IH), 8.16 (dd, J=7.5, 1.7Hz. HI), 7.69 (hr s, 1H), 7.59 (hr s, IH), 710 (dd, J=7.3, 5.2 Hz. 1EI), 6.99 (hr s, 1H), 6.82 (bid,J=7.3 Hz, IH), 5.23 (quin, J=7.2 Hz, IH), 4.90 (hr s, III), 4.43 .- 4.31 (rn, 1H), 3.28 (hr d, J=4.6Hz, IH), 281 – 270 (m, 2F), 2.70 2.59 (m, IH), 239 – 2.32 (in, 1H). 2.27 (hr dd, J1 1.3, 7.3Hz, IH), 2.21 (br d, J=4.0 Hz, 1H), 2.20 2.12 (m, 2H). Analytical HPLC RI? = 1.240 mm(Method A) and 1.554 mm (Method B), purity 95%.

The synthetic route of 637031-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMITH II, Leon M.; LADZIATA, Vladimir; DELUCCA, Indawati; PINTO, Donald, J., P.; ORWAT, Michael J.; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; YANG, Wu; SHAW, Scott A.; GLUNZ, Peter W.; PANDA, Manoranjan; (612 pag.)WO2017/123860; (2017); A1;,
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Reference of 637031-88-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 637031-88-0, name is 3,3-Difluorocyclobutanol, molecular formula is C4H6F2O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a mixture of 3,3-difluorocyclobutanol (25.19 mg, 0.23 mmol) and A-107 (33 mg, 0.12 mmol) in 1,4-dioxane (4 mL) was added i-BuOK (26.15 mg, 0.23 mmol) at 20 C. The mixture was stirred at 20 C for 2 hours. The mixture was quenched with sat. NH4C1 (10 mL) and extracted with EtOAc (20 mL x 2). The combined organic phase was washed with brine (15 mL), dried over Na2S04, filtered and concentrated to give the crude product, which was purified by prep-TLC (silica gel, PE:EtOAc = 1: 1) and prep-HPLC (Phenomenex Gemini (250 mm x 50 mm,10 _); A = H20 (0.05% NH4OH) and B = CH3CN; 55-65% B over 8 minutes) to afford Compound 86 (1.72 mg, 0.05 mmol) as a solid. 1H NMR (400MHz, CDCI3) _ = 9.59 (d, 1H), 8.75 (d, 1H), 8.36 (s, 1H), 8.20 (dd, 1H), 6.94 (d, 1H), 5.30-5.18 (m, 1H), 3.24-3.11 (m, 2H), 2.85-2.71 (m, 2H). LCMS R, = 1.14 min using Method A, MS ESI calcd. for [M+H]+ 372.1, found 372.0.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 637031-88-0, 3,3-Difluorocyclobutanol.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
Alcohol – Wikipedia,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 637031-88-0, name is 3,3-Difluorocyclobutanol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 3,3-Difluorocyclobutanol

370 mg 4-Fluor-5-methansulfonyl-2-methyl-benzoesaeure-methylester, 297 mg 3,3- Difluor-cyclobutanol und 1.47 [G] [CS2CO3] wurden in 10 ml wasserfreiem NMP geloest und 4 h bei [60C] geruehrt. Anschliessend wurde das Reaktionsgemisch mit 125 [ML] einer halbkonzentrierten waessrigen [NAHC03-LoeSUNG] verduennt und 3 mal mit je 100 ml EE extrahiert. Ueber [NA2SO4] wurde getrocknet und das Solvens im Vakuum entfernt. An Kieselgel wurde mit DIP chromatographiert und man erhielt 380 mg eines farblosen Oels. Rf [(DIP)] [= 0.] 21 MS [(DCI)] : 335

The synthetic route of 637031-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2003/106410; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts