170238-76-3

Basic information

• Product Name: 1,2-Butanediol, 2-methyl-4-(phenylmethoxy)-, (2R)-
• CAS NO: 170238-76-3
• Molecular Formula: C12H18O3
• Molecular Weight: 210.273
• Mol File: 170238-76-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,2-Butanediol, 2-methyl-4-(phenylmethoxy)-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Butanediol, 2-methyl-4-(phenylmethoxy)-, (2R)-(170238-76-3)
• EPA Substance Registry System: 1,2-Butanediol, 2-methyl-4-(phenylmethoxy)-, (2R)-(170238-76-3)

Safety Data

• Hazardous Substances Data: 170238-76-3(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 1679-47-6 3-methyltetrahydro-2-furanone 
• 118574-88-2 ((2S,3S)-3-Benzyloxymethyl-2-methyl-oxiranyl)-methanol 
• 170238-75-2 (R)-(+)-2,2,4-Trimethyl-4-<2-(benzyloxy)ethyl>-1,3-dioxolane 
• 107127-75-3 (+/-)-2-methyl-2-[2'-(phenylmethoxy)ethyl]oxirane 
• 81426-65-5 (R)-(+)-2-Methylbutane-1,2,4-triol 
• 81426-68-8 (R)-dimethyl 2-hydroxy-2-methylsuccinate 
• 101376-74-3 (E)-4-(benzyloxy)-2-methylbut-2-enal 
• 70238-41-4 (E)-4-(benzyloxy)-2-methylbut-2-en-1-ol 
• 79243-90-6 (R)-4-(2'-hydroxyaethyl)-2,2,4-trimethyl-1,3-dioxolan 
• 93206-60-1 (S)-4-methyl-4-(trichloromethyl)-2-oxetanone 
• 6236-10-8 (R)-(-)-citramalic acid 

Downstream Products

• 300661-18-1 (S)-4-benzyloxy-1-(2',5'-dimethoxyphenyl)-2-methylbutan-2-ol 
• 300661-19-2 (S)-4-(2',5'-dimethoxyphenyl)-3-methylbutane-1,3-diol 
• 300661-16-9 (S)-4-(2',5'-dimethoxyphenyl)-3-hydroxy-3-methylbutanal 
• 252651-57-3 (R)-2-methyl-2-[2'-(phenylmethoxy)ethyl]oxirane 
• 300661-17-0 (R)-2-hydroxy-2-methyl-4-(phenylmethoxy)butyl methanesulfonate 

Relevant articles and documents

Synthetic studies toward potent cytotoxic agent amphidinolide B : Synthesis of the entire C14-C26 moiety of the top half

Regioselective hydroboration of a 4-methyl-2-alkene, oxidation of the resulting mixture of isomeric alcohols, and finally diastereoselective reduction of the ketone are the key steps in the stereoselective synthesis of C19-C26 fragment of amphidinolide B

Enantioselective hydrolysis of functionalized 2,2-disubstituted oxiranes with bacterial epoxide hydrolases

The biohydrolysis of 2,2-disubstituted oxiranes bearing various oxygen functional groups was investigated using the epoxide hydrolase activity of 11 bacterial strains. The results show that the activity and the selectivity strongly depend on the substrate structure and the biocatalyst. Whereas substrates possessing free hydroxyl groups were not transformed, their analogs, protected as ethers, were well accepted. This allowed the convenient modulation of the enantioselectivity by proper choice of the ether group according to size and polarity. It was found that the distance of the ether-oxygen to the stereogenic quaternary carbon center of the oxirane ring had a profound influence on the enantioselectivity, and several oxiranes were resolved with good to excellent selectivities. The enantiomerically enriched epoxides and vicinal diols thus obtained contain a useful 'synthetic handle' in their side chain, which allows their use as building blocks in asymmetric synthesis.