37088-67-8

Basic information

• Product Name: (R)-3-Amino-3-phenyl propionic acid methylester
• Synonyms: (R)-3-Amino-3-phenyl propionic acid methylester;Methyl (R)-3-amino-3-phenylpropanoate;Benzenepropanoic acid, b-amino-, methyl ester, (bR)-;Benzenepropanoic acid, β-amino-, methyl ester, (βR)-
• CAS NO: 37088-67-8
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.21572
• EINECS: 604-604-1
• Mol File: 37088-67-8.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 283°C at 760 mmHg
• Flash Point: 141.7°C
• Appearance: /
• Density: 1.098g/cm³
• Vapor Pressure: 0.00324mmHg at 25°C
• Refractive Index: 1.529
• CAS DataBase Reference: (R)-3-Amino-3-phenyl propionic acid methylester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-Amino-3-phenyl propionic acid methylester(37088-67-8)
• EPA Substance Registry System: (R)-3-Amino-3-phenyl propionic acid methylester(37088-67-8)

Safety Data

• Hazardous Substances Data: 37088-67-8(Hazardous Substances Data)

Usage

Uses

Used in the stereoselective synthesis of phenylalanine esters drugs.

InChI:InChI=1/C10H13NO2/c1-13-10(12)7-9(11)8-5-3-2-4-6-8/h2-6,9H,7,11H2,1H3

Upstream product

• 67-56-1 methanol 
• 3646-50-2 3-Amino-3-phenylpropionic acid 
• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 70272-01-4 methyl 3-amino-3-phenylacrylate 
• 153277-49-7 (S)-N-benzylidene-4-toluenesulfinamide 
• 100-42-5 styrene 
• 5661-55-2 4-phenylazetidin-2-one 
• 58156-56-2 N-benzylidene-diphenylthiophosphinamide 
• 5491-18-9 (S)-N-(benzyloxycarbonyl)phenylglycine 
• 2935-35-5 (S)-2-phenylglycine 
• 98-86-2 acetophenone 
• 1271792-62-1 methyl (2Z)-3-(benzylamino)-3-phenylprop-2-enoate 
• 79-20-9 acetic acid methyl ester 
• 100-52-7 benzaldehyde 

Downstream Products

• 144494-74-6 (R)-3-benzamido-3-phenylpropanoic acid methyl ester 
• 682153-45-3 methyl (R)-(+)-3-((2R,3S,4S,5S)-5-azido-2,3,4,6-tetrakis(benzyloxy)-hexanoylamino)-3-phenylpropionate 
• 614-19-7 (R)-3-phenyl-3-aminopropionic acid 
• 37088-65-6 (3R)-4-phenyl-2-azetidinone 
• 1370522-27-2 (S)-tert-butyl-2-{[3-((S)-3-methoxy-3-oxo-1-phenylpropyl)thioureido]methyl}pyrrolidine-1-carboxylate 
• 1370522-28-3 C₁₅H₁₉N₃OS 
• 883458-37-5 (R)-(+)-methyl 3-(4-methylphenylsulfonamido)-3-phenylpropanoate 
• 1200953-77-0 (3R)-3-[(2S)-1-(tert-butyloxycarbonyl)tetrahydro-1H-2-pyrrolyl]carboxamido-3-phenylpropanoic acid methyl ester 
• 1070777-26-2 C₁₄H₁₇NO₅ 
• 887275-47-0 methyl (3R)-3-(2,4-dinitroanilino)-3-phenylpropanoate 
• 158009-88-2 (R)-3-[(S)-3-Benzyloxy-2-((S)-2-tert-butoxycarbonylamino-butyrylamino)-propionylamino]-3-phenyl-propionic acid methyl ester 
• 158830-39-8 methyl (2S,3S)-2-hydroxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate 
• 144541-45-7 methyl (2S,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 
• 124605-42-1 methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate 

Relevant articles and documents

Multicomponent Catalytic Enantioselective Synthesis of Isoxazolidin-5-Ones

We report herein a strategy to afford a multicomponent catalytic enantioselective synthesis of β-substituted isoxazolidin-5-ones via a KMC process promoted by a suited cupreine used as bifunctional organocatalyst. The hydroxamic acid component, with a ste

Studies on N-activation for the lipase-catalyzed enantioselective preparation of β-amino esters from 4-phenylazetidin-2-one

The effect of N-substitution was examined for the enantio-selective lipase-catalyzed ring-opening reaction of racemic 4-phenylazetidin-2-one with methanol in dry organic solvents. Marked differences in the reactivity of various N-protected 4-phenylazetidin-2-ones were observed. Preparativescale reactions with Candida antarctica lipase B (Novozym 435 preparation) yielded N-acylated methyl (R)-3-amino-3- phenylpropanoates with enantiomeric excess (ee) values >99% in up to a 49% isolated yield, whereas Thermomyces lanuginosus lipase (Lipozyme TM IM) gave enantiomerically enriched methyl (S)-3-acetamido-3-phenylpropanoate. Candida antarctica lipase A catalyzed the cleavage of the N-chloroacetyl protective group, whereas all of the other examined lipases underwent the ring-opening reaction.

Direct catalytic asymmetric addition of acetonitrile to N-thiophosphinoylimines

Direct catalytic addition of acetonitrile pronucleophiles to thiophosphinoylimines is described. Soft Lewis acid-hard Bronsted base cooperative catalysis is crucial to promote this elusive carbon-carbon bond-forming reaction in an enantioselective fashion