144494-74-6

Basic information

• Product Name: (R)-3-benzamido-3-phenylpropanoic acid methyl ester
• Synonyms: (R)-3-benzamido-3-phenylpropanoic acid methyl ester
• CAS NO: 144494-74-6
• Molecular Weight: 283.327
• Mol File: 144494-74-6.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (R)-3-benzamido-3-phenylpropanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-benzamido-3-phenylpropanoic acid methyl ester(144494-74-6)
• EPA Substance Registry System: (R)-3-benzamido-3-phenylpropanoic acid methyl ester(144494-74-6)

Safety Data

• Hazardous Substances Data: 144494-74-6(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 100-52-7 benzaldehyde 
• 65451-19-6 N-(phenylacetyl)-3-amino-3-phenylpropanoic acid 
• 263239-95-8 (R)-N-(3-oxo-1-phenylpropyl)benzamide 
• 263239-93-6 (R)-3-((4R,6R)-2,4-Diphenyl-5,6-dihydro-4H-[1,3]oxazin-6-yloxy)-4,4-dimethyl-dihydro-furan-2-one 
• 263239-91-4 (R)-3-((4R,6S)-2,4-Diphenyl-5,6-dihydro-4H-[1,3]oxazin-6-yloxy)-4,4-dimethyl-dihydro-furan-2-one 
• 3646-50-2 3-Amino-3-phenylpropionic acid 
• 17207-57-7 N-benzoyl-3-amino-3-phenylpropionic acid 
• 51608-62-9 (E)-N-benzylidenebenzamide 
• 91875-49-9 (R)-N-(3-oxo-1,3-diphenylpropyl)benzamide 
• 10387-93-6 N-(methoxy(phenyl)methyl)benzamide 
• 1026880-66-9 (R)-phenyl 3-(benzamido)-3-phenylpropanoate 
• 67-56-1 methanol 
• 36974-44-4 4,5-dihydro-2,4-diphenyl-1,3-oxazin-6-one 

Downstream Products

• 32981-85-4 methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 
• 144541-45-7 methyl (2S,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 

Relevant articles and documents

First asymmetric synthesis of a 6-alkoxy-5,6-dihydro-1,3-oxazine: A promising enantioselective route to β-amido aldehydes

equation presented The 1,3-oxazine route to enantiopure β-amido aldehydes was investigated. Heterocycloaddition of the N-acyl imine 1 with (R)-O-vinylpantolactone provided the stable dihydroxazine 4c. High diastereocontrols were observed when using Yb(fod)3-catalyzed or SnCl4-mediated conditions, thus leading after quantitative hydrolysis to (R)-N-benzoyl-3-phenylpropanal with >98% ee.

A stereoselective synthesis of (2R,3S)-N-benzoylphenylisoserine methyl ester

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Fluorinated β2- and β3-amino acids: Synthesis and inhibition of α-chymotrypsin

The synthesis of a series of -fluorinated β2- and β3-amino acid derivatives is described. Stereoselective fluorination at the -carbon of the β3-amino acids was achieved by deprotonation with lithium diisopropylamide followed by treatment with N-fluorobenzenesulfonimide. Fluorination of β2-amino acids employed the chiral auxiliary (4R)-4-benzyl-2-oxazolidinone. The α-fluorinated amino acids and their non-fluorinated precursors were found to competitively inhibit α-chymotrypsin. Georg Thieme Verlag Stuttgart New York.

Kinetic resolution of oxazinones: An organocatalytic approach to enantiomerically pure β-amino acids

(Chemical Equation Presented) A profitable split: An organocatalytic resolution converts readily available racemic oxazinones 1 into valuable enantiomerically pure β-amino acid derivatives 2 (> 99% ee of the remaining 1 at 53% conversion; 88% ee of the ester 2). This catalytic ring-opening reaction requires as little as 1 mol% of the modular and readily accessible thiourea organocatalyst 3.