139527-16-5

Basic information

• Product Name: 1,4-Butanediol, 1-phenyl-, 4-acetate, (S)-
• CAS NO: 139527-16-5
• Molecular Formula: C12H16O3
• Molecular Weight: 208.257
• Mol File: 139527-16-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,4-Butanediol, 1-phenyl-, 4-acetate, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Butanediol, 1-phenyl-, 4-acetate, (S)-(139527-16-5)
• EPA Substance Registry System: 1,4-Butanediol, 1-phenyl-, 4-acetate, (S)-(139527-16-5)

Safety Data

• Hazardous Substances Data: 139527-16-5(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 25333-24-8 3-benzoylpropionic acid methyl ester 
• 1008-76-0 4,5-dihydro-5-phenyl-2(3H)-furanone 
• 108-22-5 Isopropenyl acetate 
• 4850-50-4 1-phenyl-butane-1,4-diol 
• 4850-50-4 (S)-(-)-1-Phenylbutane-1,4-diol 
• 141-78-6 ethyl acetate 

Downstream Products

• 241818-04-2 Toluene-4-sulfonic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-4-phenyl-butyl ester 
• 241818-03-1 (S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-phenyl-butan-1-ol 
• 241818-05-3 tert-Butyl-dimethyl-((S)-1-phenyl-butoxy)-silane 
• 22135-49-5 (S)-1-phenylbutan-1-ol 
• 111138-02-4 (-)-(S)-5-phenyl-4,5-dihydrofuran-2(3H)-one 
• 4850-50-4 (S)-(-)-1-Phenylbutane-1,4-diol 
• 241818-02-0 Acetic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-4-phenyl-butyl ester 

Relevant articles and documents

Application of a one-pot lipase resolution strategy for the synthesis of chiral γ- and δ-lactones

A successful one-pot reduction of γ-ketoesters, δ-ketoesters and lactones to the corresponding 1,4- and 1,5-diols followed by a lipase catalyzed kinetic resolution coupled with hydrolysis to afford optically active diols is described. The synthetic utility of this one-pot method was illustrated by the oxidation of these chiral diols to respective chiral γ-butyrolactone and δ-lactones. Lipase from Pseudomonas cepacia, immobilized on ceramic afforded the product with high enantiomeric excess in good yields under mild reaction conditions. This approach has been used to develop a convenient enantioselective route for several γ- and δ-lactones using achiral and corresponding racemic starting material.

A New Approach to Remote Asymmetric Induction in the Diastereoselective Reduction of γ-Keto Esters by Use of a Chiral Podand as Chiral Auxiliary

An efficient 1,7-asymmetric induction was achieved with up to 82percent diastereoisomeric excess (d.e.) in the diastereoselective reduction of the γ-keto ester 4 and o-acetylbenzoate 6 using a chiral podand 2 as a chiral auxiliary.