Alcohols-buliding-blocks

Reference of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanolOn September 13, 2021 ,《Chemoselective, Scalable Nickel-Electrocatalytic O-Arylation of Alcohols》 was published in Angewandte Chemie, International Edition. The article was written by Zhang, Hai-Jun; Chen, Longrui; Oderinde, Martins S.; Edwards, Jacob T.; Kawamata, Yu; Baran, Phil S.. The article contains the following contents:

Herein a Ni-catalyzed electrochem. driven protocol to afford aryl-alkyl ether bonds through O-arylation of alcs. was depicted. This electrochem. method did not require strong base, exogenous expensive transition metal catalysts (e.g., Ir, Ru), and could easily be scaled up in either a batch or flow setting. Interestingly, e-etherification exhibited an enhanced substrate scope over the mechanistically related photochem. variant as it tolerated tertiary amine functional groups in the alc. nucleophile. with a broad substrate scope in an operationally simple way. After reading the article, we found that the author used ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Reference of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​. And it is used as chiral auxiliaries in Michael and Aldol addition reactions.Reference of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Category: alcohols-buliding-blocksOn November 2, 2020 ,《Alkylation-Terminated Catellani Reactions Using Alkyl Carbagermatranes》 appeared in Angewandte Chemie, International Edition. The author of the article were Jiang, Wei-Tao; Xu, Meng-Yu; Yang, Shuo; Xie, Xiu-Ying; Xiao, Bin. The article conveys some information:

The Catellani reaction has received substantial attention because it enables rapid multiple derivatization on aromatics While using alkyl electrophiles to achieve ortho-alkylation was one of the earliest applications of the Catellani reaction, ipso-alkylation-terminated reactions with β-H-containing reactants has not been realized to date. Herein, we report alkylation-terminated Catellani reaction using alkyl carbagermatranes (abbreviated as alkyl-Ge) as nucleophiles. The reactivity of alkyl-Ge and alkyl-B(OH)2 in this reaction is discussed. This approach enables efficient dialkylation with β-H-containing reactants, which was previously inaccessible by Catellani reactions. The results came from multiple reactions, including the reaction of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Category: alcohols-buliding-blocks)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​.Category: alcohols-buliding-blocks And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application In Synthesis of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanolOn June 7, 2022, Wang, Le-Cheng; Chen, Bo; Wu, Xiao-Feng published an article in Angewandte Chemie, International Edition. The article was 《Cobalt-Catalyzed Direct Aminocarbonylation of Ethers: Efficient Access to α-Amide Substituted Ether Derivatives》. The article mentions the following:

Herein, a novel cobalt-catalyzed carbonylative coupling of ethers with amines to construct α-carbonylated ethers R1C(O)NR2R3 [R1 = tetrahydrofuran-2-yl, cyclopentyl, tetrahydropyran-2-yl, etc.; R2 = Ph, 4-MeC6H4, 3-pyridyl, etc.; R3 = H, Me, Et] was repored. Remarkably, Alfuzosin, a medicine for treatment of benign prostatic hyperplasia (BPH), could be synthesized by this process straightforwardly. Notably, this protocol presented the first example on the direct carbonylative reaction of ethers. After reading the article, we found that the author used ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Application In Synthesis of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​.Application In Synthesis of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Safety of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanolOn November 16, 2020 ,《Redox-Neutral TEMPO Catalysis: Direct Radical (Hetero)Aryl C-H Di- and Trifluoromethoxylation》 appeared in Angewandte Chemie, International Edition. The author of the article were Lee, Johnny W.; Lim, Sanghyun; Maienshein, Daniel N.; Liu, Peng; Ngai, Ming-Yu. The article conveys some information:

Applications of TEMPO· catalysis for the development of redox-neutral transformations are rare. Reported here is the first TEMPO·-catalyzed, redox-neutral C-H di- and trifluoromethoxylation of (hetero)arenes. The reaction exhibits a broad substrate scope, has high functional-group tolerance, and can be employed for the late-stage functionalization of complex druglike mols. Kinetic measurements, isolation and resubjection of catalytic intermediates, UV/visible studies, and DFT calculations support the proposed oxidative TEMPO·/TEMPO+ redox catalytic cycle. Mechanistic studies also suggest that Li2CO3 plays an important role in preventing catalyst deactivation. These findings will provide new insights into the design and development of novel reactions through redox-neutral TEMPO· catalysis.((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Safety of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol) was used in this study.

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​.Safety of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

COA of Formula: C10H14O2On October 31, 2007 ,《Purification and characterization of alkylcatechol 2,3-dioxygenase from butylphenol degradation pathway of Pseudomonas putida MT4》 appeared in Journal of Bioscience and Bioengineering. The author of the article were Takeo, Masahiro; Nishimura, Munehiro; Takahashi, Hana; Kitamura, Chitoshi; Kato, Dai-ichiro; Negoro, Seiji. The article conveys some information:

Alkylcatechol 2,3-dioxygenase was purified from the cell extract of recombinant Escherichia coli JM109 harboring the alkylcatechol 2,3-dioxygenase gene (bupB) cloned from the butylphenol-degrading bacterium Pseudomonas putida MT4. The purified enzyme (BupB) showed relative meta-cleavage activities for the following catechols: catechol (100%), 4-methylcatechol (572%), 4-n-butylcatechol (185%), 4-n-hexylcatechol (53%), 4-n-heptylcatechol (45%), 4-n-nonylcatechol (10%), 4-tert-butylcatechol (0%), and 3-methylcatechol (33%). The kinetic parameters, namely, Km and Vmax, for catechol, 4-methylcatechol, and 4-n-butylcatechol, were 23.4, 8.4, and 6.5 μM and 25.8, 76.9, and 18.0 U mg-1, resp. These results suggest that BupB has broad substrate specificity for 4-n-alkylcatechols.4-Butylbenzene-1,2-diol(cas: 2525-05-5COA of Formula: C10H14O2) was used in this study.

4-Butylbenzene-1,2-diol(cas: 2525-05-5) belongs to organoboron compounds. Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry.COA of Formula: C10H14O2 Organoboron compounds are less toxic than organostannane reagents, and unlike alkynylzinc and magnesium, many organoboron compounds possess remarkable oxidative and thermal stabilities.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Recommanded Product: 4-Butylbenzene-1,2-diolOn October 31, 2006 ,《Characterization of alkylphenol degradation gene cluster in Pseudomonas putida MT4 and evidence of oxidation of alkylphenols and alkylcatechols with medium-length alkyl chain》 appeared in Journal of Bioscience and Bioengineering. The author of the article were Takeo, Masahiro; Prabu, Subbuswamy K.; Kitamura, Chitoshi; Hirai, Makoto; Takahashi, Hana; Kato, Dai-ichiro; Negoro, Seiji. The article conveys some information:

Alkylphenols (APs) are ubiquitous contaminants in aquatic environments and have endocrine disrupting and toxic effects on aquatic organisms. To investigate biodegradation mechanisms of APs, an AP degradation gene cluster was cloned from a butylphenol (BP)-degrading bacterium, Pseudomonas putida MT4. The gene cluster consisted of 13 genes named bupBA1A2A3A4A5A6CEHIFG. From the nucleotide sequences, bupA1A2A3A4A5A6 were predicted to encode a multicomponent phenol hydroxylase (PH), whereas bupBCEHIFG were expected to encode meta-cleavage pathway enzymes. A partial sequence of a putative NtrC-type regulatory gene, bupR, was also found up-stream of the gene bupB. This result indicates that APs can be initially oxidized into alkylcatechols (ACs), followed by the meta-cleavage of the aromatic rings. To confirm this pathway, AP degradation tests were carried out using the recombinant P. putida KT2440 harboring the PH genes (bupA1A2A3A4A5A6). The recombinant strain oxidized 4-n-APs with an alkyl chain of up to C7 (≤C7) efficiently and also several BPs including those with an alkyl chain with some degree of branching. Therefore, it was found that PH had a broad substrate specificity for APs with a medium-length alkyl chain (C3-C7). Moreover, the cell extract of a recombinant Escherichia coli harboring bupB (a catechol 2,3-dioxygenase gene) converted 4-n-ACs with an alkyl chain of ≤C9 into yellow meta-cleavage products with a maximum absorbance at 379 nm, indicating that the second step enzyme in this pathway is also responsible for the degradation of ACs with a medium-length alkyl chain. These results suggest that MT4 is a very useful strain in the biodegradation of a wide range of APs with a medium-length alkyl chain, which known nonylphenol-degrading Sphingomonas strains have never degraded. After reading the article, we found that the author used 4-Butylbenzene-1,2-diol(cas: 2525-05-5Recommanded Product: 4-Butylbenzene-1,2-diol)

4-Butylbenzene-1,2-diol(cas: 2525-05-5) belongs to organoboron compounds. Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. Organoboron compounds are less toxic than organostannane reagents, and unlike alkynylzinc and magnesium, many organoboron compounds possess remarkable oxidative and thermal stabilities. Recommanded Product: 4-Butylbenzene-1,2-diol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Recommanded Product: 401797-00-0On May 7, 2014 ,《Postsynthetic Metalation of Bipyridyl-Containing Metal-Organic Frameworks for Highly Efficient Catalytic Organic Transformations》 appeared in Journal of the American Chemical Society. The author of the article were Manna, Kuntal; Zhang, Teng; Lin, Wenbin. The article conveys some information:

We have designed highly stable and recyclable single-site solid catalysts via postsynthetic metalation of the 2,2′-bipyridyl-derived metal-organic framework (MOF) of the UiO structure (bpy-UiO). The Ir-functionalized MOF (bpy-UiO-Ir) is a highly active catalyst for both borylation of aromatic C-H bonds using B2(pin)2 (pin = pinacolate) and ortho-silylation of benzylicsilyl ethers; the ortho-silylation activity of the bpy-UiO-Ir is at least 3 orders of magnitude higher than that of the homogeneous control. The Pd-functionalized MOF (bpy-UiO-Pd) catalyzes the dehydrogenation of substituted cyclohexenones to afford phenol derivatives with oxygen as the oxidant. Most impressively, the bpy-UiO-Ir was recycled and reused 20 times for the borylation reaction without loss of catalytic activity or MOF crystallinity. This work highlights the opportunity in designing highly stable and active catalysts based on MOFs containing nitrogen donor ligands for important organic transformations. In addition to this study using 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, there are many other studies that have used 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0Recommanded Product: 401797-00-0) was used in this study.

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group. Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.Recommanded Product: 401797-00-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Computed Properties of C6H12O6On November 20, 2019 ,《Ellagitannins with Glucopyranose Cores Have Higher Affinities to Proteins than Acyclic Ellagitannins by Isothermal Titration Calorimetry》 appeared in Journal of Agricultural and Food Chemistry. The author of the article were Karonen, Maarit; Oraviita, Marianne; Mueller-Harvey, Irene; Salminen, Juha-Pekka; Green, Rebecca J.. The article conveys some information:

The thermodn. of the interactions of different ellagitannins with two proteins, namely, bovine serum albumin (BSA) and gelatin, were studied by isothermal titration calorimetry. Twelve individual ellagitannins, including different monomers, dimers, and a trimer, were used. The studies showed that several structural features affected the interaction between the ellagitannin and the protein. The interactions of ellagitannins with proteins were stronger with gelatin than with BSA. The ellagitannin-gelatin interactions contained both the primary stronger and the secondary weaker binding sites. The ellagitannin-BSA interactions showed very weak secondary interactions. The ellagitannins with glucopyranose cores had stronger interaction than C-glycosidic ellagitannins with both proteins. In addition, the observed enthalpy change increased as the degree of oligomerization increased. The stronger interactions were also observed with free galloyl groups in the ellagitannin structure and with higher mol. flexibility. Other smaller structural features did not show any overall trend. In the experimental materials used by the author, we found rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1Computed Properties of C6H12O6)

rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1) is the monohydrate form of the alpha isoform of D-glucopyranose, a synthetic simple monosaccharide that is used as an energy source.Computed Properties of C6H12O6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of C3H6O2On September 8, 2022 ,《Biological Effects of Modifications of the Englerin A Glycolate》 was published in ACS Medicinal Chemistry Letters. The article was written by Seenadera, Sarath P. D.; Long, Sarah A.; Akee, Rhone; Bermudez, Gabriela; Parsonage, Gregory; Strope, Jonathan; Peer, Cody; Figg, W. Douglas; Parker, Kathlyn A.; Beech, David J.; Beutler, John A.. The article contains the following contents:

Modifications at the glycolate moiety of englerin A were made to explore variations at the most sensitive site on the mol. for activity in the NCI 60 screen, wherein englerin A is highly potent and selective for renal cancer cells. Replacement of the glycolate by other functionalities as well as esterification of the glycolate hydroxyl yielded compounds which displayed excellent selectivity and potency compared with the natural product. TRPC4/5 ion channel experiments with five compounds showed delayed or reduced agonism with TRPC5, at much higher concentrations than englerin A. With TRPC4, these compounds all had no effect at 10 μM. The same compounds were not detectable in mouse serum after a single oral dose of 12.5 mg/kg. At 100 mg/kg p.o., no toxicity was observed, and blood levels were barely detectable. I.v. administration led to toxicity but at substantially lower doses than for englerin A.(R)-Oxiran-2-ylmethanol(cas: 57044-25-4Synthetic Route of C3H6O2) was used in this study.

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Synthetic Route of C3H6O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Recommanded Product: (R)-Oxiran-2-ylmethanolOn May 15, 2019 ,《Potassium channel blocking 1,2-bis(aryl)ethane-1,2-diamines active as antiarrhythmic agents》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Kajanus, Johan; Antonsson, Thomas; Carlsson, Leif; Jurva, Ulrik; Pettersen, Anna; Sundell, Johan; Inghardt, Tord. The article conveys some information:

Herein, synthesis and optimization of a novel series of 1,2-diarylethane-1,2-diamines with selectivity for Kv1.5 over other potassium ion channels is presented. The effective refractory period in the right atrium (RAERP) in a rabbit PD model was investigated for a selection of potent and selective compounds with balanced DMPK properties. The most advanced compound I showed nanomolar potency in blocking Kv1.5 in human atrial myocytes and based on the PD data, the estimated dose to man is 700 mg/day. As previously reported, compound I efficiently converted AF to sinus rhythm in a dog disease model. The experimental process involved the reaction of (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Recommanded Product: (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Recommanded Product: (R)-Oxiran-2-ylmethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts