130998-37-7

Basic information

• Product Name: Acetic acid (R)-1-acetoxymethyl-2-(4-methoxy-phenoxy)-ethyl ester
• Synonyms: Acetic acid (R)-1-acetoxymethyl-2-(4-methoxy-phenoxy)-ethyl ester
• CAS NO: 130998-37-7
• Molecular Weight: 282.293
• Mol File: 130998-37-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Acetic acid (R)-1-acetoxymethyl-2-(4-methoxy-phenoxy)-ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (R)-1-acetoxymethyl-2-(4-methoxy-phenoxy)-ethyl ester(130998-37-7)
• EPA Substance Registry System: Acetic acid (R)-1-acetoxymethyl-2-(4-methoxy-phenoxy)-ethyl ester(130998-37-7)

Safety Data

• Hazardous Substances Data: 130998-37-7(Hazardous Substances Data)

Upstream product

• 150-76-5 4-methoxy-phenol 
• 108-24-7 acetic anhydride 
• 130998-36-6 Methanesulfonic acid (S)-2-methanesulfonyloxy-1-(4-methoxy-phenoxymethyl)-ethyl ester 
• 108-05-4 vinyl acetate 
• 17131-52-1 3-(4-methoxyphenoxy)-1,2-propanediol 
• 17131-52-1 (R)-3-(p-methoxyphenoxy)-1,2-propanediol 
• 130998-32-2 (R)-1,2-O-isopropylidene-3-O-(4-methoxyphenyl)glycerol 

Downstream Products

• 130998-34-4 Benzoic acid (R)-1-bromomethyl-2-(4-methoxy-phenoxy)-ethyl ester 
• 130998-33-3 (R)-4-(4-Methoxy-phenoxymethyl)-2-phenyl-[1,3]dioxolane 
• 2211-94-1 (2S)-2-{[4-(methoxy)phenoxy]methyl}oxirane 
• 17131-52-1 (S)-1-O-(4-methoxyphenyl)glycerol 

Relevant articles and documents

Kinetic resolution of acyclic 1,2-diols using a sequential lipase- catalyzed transesterification in organic solvents

A method for the kinetic resolution of 3-(aryloxy)-1,2-propanediols rac- 1a-n without additional protection-deprotection steps using a lipase- catalyzed sequential transesterification with lipase amano PS has been developed. In the first step of this one-pot procedure the racemic 1,2-diols are acylated regioselectively at the primary hydroxy group without enantioselection. The subsequent acylation at the secondary hydroxy group of the formed primary monoacetate is responsible for high enantioselection. The enantioselectivity of this transformation depends significantly on the substitution pattern of the aryl ring and the organic solvent used. 3- (Aryloxy)-1,2-propanediols with substituents in the para-position show a much higher enantioselectivity than the corresponding derivatives with ortho- substituents. Among other substrates, the pharmaceuticals Mephenesin, Guaifenesin, and Chlorphenesin have been resolved. The replacement of the aryloxy by an alkyl substituent causes a dramatic decrease of enantioselectivity.

PRACTICAL ROUTE TO BOTH (S)- AND (R)-ENANTIOMERS OF O-(4-METHOXYPHENYL)GLYCIDOL USING (S)-1,2-O-ISOPROPYLIDENEGLYCEROL AS A COMMON PRECURSOR

Practical route to both (R)- and (S)-enantiomers of O-(4-methoxyphenyl)glycidol is devised using (S)-1,2-O-isopropylideneglycerol as a common chiral starting material.