131029-12-4

Basic information

• Product Name: (S)-2-(t-butyldimethylsiloxy)-1-(4-methoxyphenyl)ethyl benzoate
• Synonyms: (S)-2-(t-butyldimethylsiloxy)-1-(4-methoxyphenyl)ethyl benzoate
• CAS NO: 131029-12-4
• Molecular Weight: 386.563
• Mol File: 131029-12-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-2-(t-butyldimethylsiloxy)-1-(4-methoxyphenyl)ethyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(t-butyldimethylsiloxy)-1-(4-methoxyphenyl)ethyl benzoate(131029-12-4)
• EPA Substance Registry System: (S)-2-(t-butyldimethylsiloxy)-1-(4-methoxyphenyl)ethyl benzoate(131029-12-4)

Safety Data

• Hazardous Substances Data: 131029-12-4(Hazardous Substances Data)

Upstream product

• 131029-11-3 (R)-2-(t-butyldimethylsiloxy)-1-(4-methoxyphenyl)ethanol 
• 65-85-0 benzoic acid 
• 13603-63-9 (R)-1-(4-methoxyphenyl)ethane-1,2-diol 
• 4136-21-4 p-methoxybenzoylmethanol 

Relevant articles and documents

Baker's Yeast-mediated Preparation of Optically Active Aryl Alcohols and Diols for the Synthesis of Chiral Hydroxy Acids

Baker's yeast reduction of 1-(4-methoxyphenyl)propan-2-one, 4-phenylbutan-2-one, and 2-hydroxy-1-(4-methoxyphenyl)ethanone (p-methoxyphenacyl alcohol), afforded in good yield and high optical purity the corresponding (S)-alcohols and the (R)-diol, but only after careful investigation of incubation conditions.Protection of the above hydroxy compounds, and ruthenium tetraoxide oxidation of their acetates, afforded the corresponding acetoxy acids in good yield and high optical purity. (S)-1-(p-Methoxyphenyl)ethane-1,2-diol could be prepared either by baker's yeast incubation of the acetate of p-methoxyphenacyl alcohol or 2-acetoxy-1-(4-methoxyphenyl)ethanone (24percent yield, 82percent ee) or from its (R)-enantiomer via a Mitsonobu reaction on its mono t-butyldimethylsilyl ether.