85677-12-9

Basic information

• Product Name: Benzenepropanoic acid, a-(hydroxymethyl)-, methyl ester
• CAS NO: 85677-12-9
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Mol File: 85677-12-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, a-(hydroxymethyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, a-(hydroxymethyl)-, methyl ester(85677-12-9)
• EPA Substance Registry System: Benzenepropanoic acid, a-(hydroxymethyl)-, methyl ester(85677-12-9)

Safety Data

• Hazardous Substances Data: 85677-12-9(Hazardous Substances Data)

Upstream product

• 103-26-4 Methyl cinnamate 
• 222175-00-0 methyl (2E)-2-(hydroxymethyl)-3-phenylprop-2-enoate 
• 140-10-3 (E)-3-phenylacrylic acid 
• 187610-68-0 (+/-)-α-<(acetoxy)methyl>benzenepropanoic acid 
• 90107-01-0 rac-2-hydroxymethyl-3-phenyl-propyl acetate 
• 67-56-1 methanol 
• 6811-98-9 (RS)-2-hydroxymethyl-3-phenylpropionic acid 
• 186581-53-3 diazomethane 
• 6149-41-3 methyl ester (3-hydroxy) propionic acid 
• 100-39-0 benzyl bromide 

Downstream Products

• 137685-80-4 methyl 2-benzyl-3-(t-butyldimethylsilyloxy)-propionate 
• 123542-72-3 (S)-2-benzyl-3-hydroxypropanoic acid methyl ester 
• 709673-94-9 (R)-2-benzyl-3-hydroxypropanoic acid methyl ester 
• 123802-80-2 (R)-2-hydroxymethyl-3-phenylpropionic acid 
• 147383-72-0 (S)-2-hydroxymethyl-3-phenylpropionic acid 
• 462118-49-6 (+)-(S)-3-Benzyl-2-oxetanone 
• 462118-48-5 (-)-(R)-3-Benzyl-2-oxetanone 
• 149524-96-9 2-(tert-butyldimethylsilanyloxymethyl)-3-phenylpropionaldehyde 
• 347851-57-4 (2RS,6S)-6-[N-(benzyloxycarbonyl)amino]-2-benzyl-5-oxo-7-phenyl-3-hepten-1-ol 
• 347851-58-5 tert-butyl (2RS,6S)-6-[N-(benzyloxycarbonyl)amino]-2-benzyl-5-oxo-7-phenyl-3-heptenyl ether 
• 347851-56-3 tert-butyldimethylsilyl-(2RS,6S)-6-[N-(benzyloxycarbonyl)amino]-2-benzyl-5-oxo-7-phenyl-3-heptenyl ether 
• 137685-81-5 3-(t-butyldimethylsilyl)oxy-2-benzyl-propanoic acid 
• 137685-82-6 N-(6-Amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propionamide 
• 6811-98-9 (RS)-2-hydroxymethyl-3-phenylpropionic acid 

Relevant articles and documents

HETEROCYCLIDENE-N-(ARYL)ACETAMIDE DERIVATIVE

The blow-described formula (I): [Ch. 1] a compound represented by formula (I) : (wherein k, m, n, and p each represent 0 to 2; j and q represents 0 or 1; R1 represents a halogen atom, a hydrocarbon group, a heterocyclic group, an alkoxy group,

Cleavage of β-lactone ring by serine protease. Mechanistic implications

Both enantiomers of 3-benzyl-2-oxetanone (1) were found to be slowly hydrolyzed substrates of α-chymotrypsin having kcat values of 0.134±0.008 and 0.105±0.004 min-1 for (R)-1 and (S)-1, respectively, revealing that α-CT is virtually unable to differentiate the enantiomers in the hydrolysis of 1. The initial step to form the acyl-enzyme intermediate by the attack of Ser-195 hydroxyl on the β-lactone ring at the 2-position in the hydrolysis reaction may not be enzymatically driven, but the relief of high ring strain energy of β-lactone may constitute a major driving force. The deacylation step is also attenuated, which is possibly due to the hydrogen bond that would be formed between the imidazole nitrogen of His-57 and the hydroxyl group generated during the acylation in the case of (R)-1, but in the α-CT catalyzed hydrolysis of (S)-1 the imidazole nitrogen may form a hydrogen bond with the ester carbonyl oxygen.

Process for producing propionic acid derivatives

A process for producing a 2-aralkyl-3-hydroxypropionic acid (or its ester), comprising the steps of: reacting a 3-hydroxy-2-methylene-3-arylpropionic acid ester, easily obtained by the reaction of an arylaldehyde with an acrylic acid ester, with an acid anhydride to form a 2-aralkylidene-3-acyloxypropionic acid ester; subjecting the same to hydrolysis or alcoholysis; and reducing the resulting 2-aralkylidene-3-hydroxypropionic acid or its ester. The reduction step may be conducted in the presence of a base.