14031-88-0

Basic information

• Product Name: Propanoic acid, 2-(acetyloxy)-, methyl ester, (S)-
• CAS NO: 14031-88-0
• Molecular Formula: C6H10O4
• Molecular Weight: 146.143
• Mol File: 14031-88-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Propanoic acid, 2-(acetyloxy)-, methyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 2-(acetyloxy)-, methyl ester, (S)-(14031-88-0)
• EPA Substance Registry System: Propanoic acid, 2-(acetyloxy)-, methyl ester, (S)-(14031-88-0)

Safety Data

• Hazardous Substances Data: 14031-88-0(Hazardous Substances Data)

Upstream product

• 27871-49-4 (S)-Methyl lactate 
• 75-36-5 acetyl chloride 
• 186581-53-3 diazomethane 
• 79-33-4 L-Lactic acid 
• 108-24-7 acetic anhydride 
• 84194-85-4 (-)-α-(2-Thienyl)ethyl acetate 
• 85828-09-7 (-)-α-(2-Furyl)ethyl acetate 
• 84194-77-4 Acetic acid (S)-1-(2,4,6-trimethyl-phenyl)-ethyl ester 
• 686-46-4 methyl 2-acetoxyacrylate 
• 876-27-7 4-chlorophenyl acetate 
• 108-22-5 Isopropenyl acetate 
• 17094-21-2 2-methyl-acetoacetic acid methyl ester 

Downstream Products

• 27871-49-4 (S)-Methyl lactate 

Relevant articles and documents

Stereoselective substitution of α-aminoalkylferrocenes with diorganozincs. A fast synthesis of new chiral FERRIPHOS ligands for asymmetric catalysis

A direct stereoselective substitution of α-aminoalkylferrocenes of type 3 with organozinc reagents provides chiral ferrocenes which can be converted to the FERRIPHOS ligands of type 1 in a one-pot procedure. These FERRIPHOS ligands have been used for the Rh-catalyzed asymmetric hydrogenation of an enol acetate with 94.9% ee.

Ruthenium- and lipase-catalyzed inversion of l-lactates

The ruthenium catalyzed inversion of l-lactic acid esters in the presence of Novozym 435 is described which give d-lactates in good yields and with >99% ee. 2012 Elsevier Ltd. All rights reserved.

Ruthenium Tetroxide Catalyzed Oxidations of Aromatic and Heteroaromatic Rings

In order to determine the absolute stereochemistry of several aromatic and heterocyclic alcohols, it was necessary to oxidize protected derivatives to mono- and dicarboxylic acids of established configuration.A recently improved procedure utilizing aqueous sodium periodate in the presence of catalytic quantities of ruthenium tetroxide has been used to oxidize a number of compounds to the desired acids in satisfactory yield.The oxidations of (-)-α-(2-thienyl)ethyl acetate, (-)-α-(2-furyl)ethyl acetate, and several substituted α-phenylethyl acetates to (S)-O-acetyllactic acid have been used to confirm their absolute stereochemistries.However, α-(2-pyridyl)ethyl acetate was inert, and α-(3-phenanthryl)ethyl acetate yielded a complex reaction mixture.Prior conversion of the pyridine derivative to its N-oxide and of the substituted phenanthrene to the 9,10-dibromo derivative permitted each compound to be degraded to O-acetyllactic acid.

Dynamic kinetic resolution of α-substituted β-ketoesters catalyzed by Baeyer-Villiger monooxygenases: Access to enantiopure α-hydroxy esters

BVMOs make a play: The dynamic kinetic resolution of racemic α-alkyl-β-ketoesters was performed through a selective Baeyer-Villiger oxidation employing different Baeyer-Villiger monooxygenases (BVMOs) in mild basic media. The product diesters were obtained with excellent yields and enantioselectivities, and used as precursors for optically active α-hydroxy esters.