Tag: M.W=50-100

Clemens, Jennifer published the artcileSelective N2-Alkylation of 1H-Indazoles and 1H-Azaindazoles, SDS of cas: 20117-47-9, the publication is Synthesis (2022), 54(14), 3215-3226, database is CAplus.

A general and selective procedure for the N2-alkylation of 1H-indazoles and 1H-azaindazoles is presented. Promoted by either trifluoromethanesulfonic acid or copper(II) triflate, diverse 1H-indazoles/azaindazoles are selectively alkylated with varied primary, secondary, and tertiary alkyl 2,2,2-trichloroacetimidates at the N2-nitrogen to afford the corresponding 2-alkyl-2H-indazoles/azaindazoles. Forty-one examples are included along with a discussion of reaction optimization, scope, and mechanism.

Synthesis published new progress about 20117-47-9. 20117-47-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic cyclic hydrocarbon,Alcohol, name is 1-Methylcyclobutan-1-ol, and the molecular formula is C5H10O, SDS of cas: 20117-47-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Brun, Elodie published the artcileTotal Synthesis of (+)-Cryptocaryol A Using a Prins Cyclization/Reductive Cleavage Sequence, Synthetic Route of 57044-25-4, the publication is Journal of Organic Chemistry (2015), 80(17), 8668-8676, database is CAplus and MEDLINE.

The total synthesis of (+)-cryptocaryol A (I) was achieved in 20 steps from (R)-glycidol. The key steps were a Prins cyclization/reductive cleavage sequence to construct the C5-C11 polyol fragment, a diastereoselective aldol reaction to control the stereogenic center at C13, and a stereocontrolled reduction to introduce the stereogenic center at C15.

Journal of Organic Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Synthetic Route of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Brun, Elodie published the artcileDiastereo- and enantioselective synthesis of 1,3,5,7-tetraol structural units using a Prins cyclisation-reductive cleavage sequence, Synthetic Route of 57044-25-4, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(51), 6718-6721, database is CAplus and MEDLINE.

Stereocontrolled and efficient access to all the diastereomers of 1,3,5,7-tetraol structural units I was developed using a Prins cyclization-reductive cleavage sequence applied to tetrahydropyran aldehydes II. Furthermore, these tetraols can be selectively functionalized.

Chemical Communications (Cambridge, United Kingdom) published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Synthetic Route of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gholivand, Khodayar published the artcileSynthesis, characterized, QSAR studies and molecular docking of some phosphonates as COVID-19 inhibitors, Product Details of C4H11NO, the publication is Polyhedron (2022), 115824, database is CAplus and MEDLINE.

The global coronavirus (COVID-19) outbreak has prompted scientists to discover a cure for the disease. So far, phosphorus-based drugs have been proposed. These drugs have good inhibitory activity against the main protease (Mpro). Hence, in order to introduce a group of inhibitors the coronavirus, 51 compounds containing different mono, bis, and tetra phosphonates as Remdesivir derivatives, 32 of which are new, were synthesized and characterized by ³¹P, ¹³C, and ¹H NMR and IR spectroscopy. Their biol. activities were also investigated by Mol. Docking, QSAR, and Pharmacophore. Van der Waals, hydrogen bonding, and hydrophobic interactions were studied for all compounds as well as binding energy (ΔG, Kcal/mol) and the inhibitory constant Ki (μM) obtained by Mol. Docking. The results showed that the topol. of the ligands and the change of the different groups attached to them can be effective in the placement position in the active site of the enzyme (Glu 166 and Gln 189). And bisphosphonates have a high interaction tendency with Mpro COVID-19. Compound L24 was identified as the best inhibitor with the -6.38 kcal/mol binding energy. The quant. structure-activity relationship (QSAR) findings demonstrated that the polarity and topol. of mols. in all phosphonate derivatives were important parameters affecting the effecting on the binding energy and inhibitory ability of compounds The DFT and pharmacophore results are in good accordance with those of QSAR and mol. docking. This study can be helpful to gain a better understanding of the interactions between the Mpro of virus and its inhibitors in order to attain drugs with more effect on coronavirus (COVID-19).

Polyhedron published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Product Details of C4H11NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Thanzeel, F. Yushra published the artcileClick chemistry enables quantitative chiroptical sensing of chiral compounds in protic media and complex mixtures, Application In Synthesis of 96-20-8, the publication is Nature Communications (2018), 9(1), 5323, database is CAplus and MEDLINE.

Click reactions have become powerful synthetic tools with unique applications in the health and materials sciences. Despite the progress with optical sensors that exploit the principles of dynamic covalent chem., metal coordination or supramol. assemblies, quant. anal. of complex mixtures remains challenging. Herein, we report the use of a readily available coumarin conjugate acceptor for chiroptical click chirality sensing of the absolute configuration, concentration and enantiomeric excess of several compound classes. This method has several attractive features, including wide scope, fast substrate fixation without byproduct formation or complicate equilibrium often encountered in reversible substrate binding, excellent solvent compatibility, and tolerance of air and water. The ruggedness and practicality of this approach are demonstrated by comprehensive anal. of nonracemic monoamine samples and crude asym. imine hydrogenation mixtures without work-up. Click chemosensing addresses increasingly important time efficiency, cost, labor and chem. sustainability aspects and streamlines asym. reaction development at the mg scale.

Nature Communications published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C16H12O, Application In Synthesis of 96-20-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Chernykh, S. P. published the artcileHydration of methylenecyclobutane under static conditions., Application In Synthesis of 20117-47-9, the publication is Khimicheskaya Promyshlennost (Moscow, Russian Federation) (1987), 716-18, database is CAplus.

The title hydration in an unstirred reactor containing KU-23 or KU-2-8chS at room temperature with 1.5-4:3.5-8:1 catalyst-H₂O-methylenecyclobutane (I) gave 1-methyl-1-cyclobutanol (II) as the major product, along with its sym. ether. Increasing amounts of olefinic impurities in I lowered the quality of II, owing to formation of alc. and unsym. ether byproducts. Polymeric byproducts were obtained with catalysts containing â‰?5% H₂O.

Khimicheskaya Promyshlennost (Moscow, Russian Federation) published new progress about 20117-47-9. 20117-47-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic cyclic hydrocarbon,Alcohol, name is 1-Methylcyclobutan-1-ol, and the molecular formula is C5H10O, Application In Synthesis of 20117-47-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Carneiro, Vania M. T. published the artcileCoibacins A and B: Total Synthesis and Stereochemical Revision, Quality Control of 57044-25-4, the publication is Journal of Organic Chemistry (2014), 79(2), 630-642, database is CAplus and MEDLINE.

The interface between synthetic organic chem. and natural products was explored in order to unravel the structure of coibacin A, a metabolite isolated from the marine cyanobacterium cf. Oscillatoria sp. that exhibits selective antileishmanial activity and potent anti-inflammatory properties. Our synthetic plan focused on a convergent strategy that allows rapid access to the desired target by coupling of three key fragments involving E-selective Wittig and modified Julia olefinations. CD measurements and comparative HPLC analyses of the natural product and four synthetic stereoisomers led to determination of its absolute configuration, thus correcting the original assignment at C-5 and unambiguously establishing those at C-16 and C-18. Therefore, the correct structure is I. Addnl., we synthesized the corrected structure for coibacin B, II, on the basis of the assignment of configuration for coibacin A.

Journal of Organic Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Quality Control of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Araujo, Yara Jaqueline Kerber published the artcileSynthesis and enzymatic resolution of racemic 2,3-epoxy propyl esters obtained from glycerol, Application In Synthesis of 57044-25-4, the publication is Tetrahedron Letters (2015), 56(13), 1696-1698, database is CAplus.

A method is described for the synthesis of (±)-2,3-epoxy Pr esters from glycerol, involving reaction of epichlorohydrin with sodium or potassium salts of carboxylic acids in the presence of TBAB as catalyst, with moderate to excellent yields. Kinetic resolution of glycidyl butyrate by lipase of Thermomyces lanuginosa has been achieved with remarkable enantiomeric excess (ee >99%) using 1,4-dioxane as a co-solvent in pure buffer solution (30 and 50 °C, pH = 7.0).

Tetrahedron Letters published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Application In Synthesis of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Sato, Manabu published the artcileTotal Synthesis of (-)-Histrionicotoxin through a Stereoselective Radical Translocation-Cyclization Reaction, Recommanded Product: (R)-Oxiran-2-ylmethanol, the publication is Angewandte Chemie, International Edition (2017), 56(4), 1087-1091, database is CAplus and MEDLINE.

Stereoselective total syntheses of (-)-histrionicotoxin and (-)-histrionicotoxin 235A are described. The 1-azaspiro[5.5]undecane skeleton was constructed diastereoselectively by a radical translocation-cyclization reaction involving a chiral cyclic acetal; the use of tris(trimethylsilyl)silane was crucial for the high diastereoselectivity. The cyclization product was converted into (-)-histrionicotoxin 235A through a one-pot partial-reduction-allylation reaction of a derivative containing an unprotected lactam. Finally, two terminal alkenes were transformed into enynes with the 1,3-amino alc. protected as an oxathiazolidine oxide to complete the total synthesis of (-)-histrionicotoxin.

Angewandte Chemie, International Edition published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Recommanded Product: (R)-Oxiran-2-ylmethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Xiaoyong published the artcileStereoselective total synthesis and stereochemistry confirmation of photo-mycolactones, Product Details of C3H6O2, the publication is Tetrahedron Letters (2015), 56(23), 3220-3224, database is CAplus.

With use of the LiTMP-induced Hodgson cyclopropanation of an epoxide-olefin to a bicyclo[3.1.0]hexanol as the key step, a stereoselective total synthesis of photo-mycolactones B1, A1, B2, and A2 was achieved. Each of the four diastereomeric epoxide-olefins, selectively prepared from (R)- and (S)-glycidols, yielded the corresponding unique bicyclo[3.1.0]hexanol. Four bicyclo[3.1.0]hexanols I [R = α-OH, R¹ = α-CH₂OCH₂C₆H₄OMe-4, α-CH₂OCH₂O(CH₂)₂OMe, R² = β-Me, R³ = α-H, R⁴ = β-H; R = β-OH, R¹ = β-CH₂OCH₂C₆H₄OMe-4, α-CH₂OCH₂O(CH₂)₂OMe, R² = α-Me, R³ = β-H, R⁴ = α-H; R = α-OH, R¹ = β-CH₂OCH₂C₆H₄OMe-4, β-CH₂OCH₂O(CH₂)₂OMe, R² = α-Me, R³ = α-H, R⁴ = β-H; R = β-OH, R¹ = α-CH₂OCH₂C₆H₄OMe-4, α-CH₂OCH₂O(CH₂)₂OMe, R² = β-Me, R³ = β-H, R⁴ = α-H] were converted into four primary alcs. II (R = Me, R¹ = α-CH₂OH, R² = β-Me, R³ = α-H, R⁴ = β-H; R = Me, R¹ = β-CH₂OH, R² = α-Me, R³ = β-H, R⁴ = α-H; R = Me, R¹ = β-CH₂OH, R² = α-me, R³ = α-H, R⁴ = β-H; R = Me, R¹ = α-CH₂Oh, R² = β-Me, R³ = β-H, R⁴ = α-H), the intermediates used in the previous work on photo-mycolactones. This synthesis confirmed the stereochem. previously proposed for photo-mycolactones.

Tetrahedron Letters published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Product Details of C3H6O2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts