64838-60-4

Basic information

• Product Name: Butanoic acid, 3-[(1-phenylethyl)aMino]-, Methyl ester, [R-(R*,S*)]- (9CI)
• Synonyms: Butanoic acid, 3-[(1-phenylethyl)aMino]-, Methyl ester, [R-(R*,S*)]- (9CI);(R)-METHYL 3-(((S)-1-PHENYLETHYL)AMINO)BUTANOATE
• CAS NO: 64838-60-4
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.29546
• Mol File: 64838-60-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Butanoic acid, 3-[(1-phenylethyl)aMino]-, Methyl ester, [R-(R*,S*)]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 3-[(1-phenylethyl)aMino]-, Methyl ester, [R-(R*,S*)]- (9CI)(64838-60-4)
• EPA Substance Registry System: Butanoic acid, 3-[(1-phenylethyl)aMino]-, Methyl ester, [R-(R*,S*)]- (9CI)(64838-60-4)

Safety Data

• Hazardous Substances Data: 64838-60-4(Hazardous Substances Data)

Upstream product

• 623-43-8 crotonic acid methyl ester 
• 618-36-0 rac-methylbenzylamine 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 623-43-8 methyl crotonate 

Downstream Products

• 6078-06-4 (R)-methyl 3-aminobutanoate hydrochloride 
• 6078-06-4 (S)-methyl 3-aminobutanoate 
• 3775-73-3 (R)-3-aminobutanoic acid 
• 159877-47-1 methyl 3-(R)-[N-(tert-butoxycarbonyl)amino]-propanoate 

Relevant articles and documents

Michael additions of amines to methyl acrylates promoted by microwave irradiation

A simple and efficient protocol has been developed for the Michael addition of amines to α,β-unsaturated esters under microwave irradiation. Under these conditions there was a significant decrease in the reaction time, increases in the yields and increased purity of the products.

194. Diastereoselecktive Alkylation of 3-Aminobutanoic Acid in the 2-Position

The enantiomerically pure 3-aminobutanoic acids (R)- and (S)-6 are readily available by preparative HPLC separation of the two diastereoisomers 5 obtained from addition of (S)-phenethylamine to methyl crotonate and subsequent hydrogenolysis (Scheme 2). (S)-methyl 3-(benzoylamino)butanoate ((S)-3) is also available by enzymatic kinetic resolution with pig-liver esterase.The N-benzoyl- and N-benzyloxycarbonyl derivatives rac-3, 8,and 9 of 3-aminobutanoates are doubly deprotonated with LDA and alkylated or aminated in high selectivity (17 examples, relative topicity like; see Tables 1 and 2).The configuration of three of the products is assigned (Schemes 4-6), and in four cases, the free α-substituted β-amino acid is prepared by acidic hydrolysis (see Table 3).It is shown that the doubly lithiated β-amino-acid derivative is solubilized, and its reactivity may be strongly influenced by the presence of 3 equiv. of LiCl.

Enantiselective Synthesis of β-Amino Esters through High-Pressure-Induced Addition of Amines to α,β-Ethylenic Esters

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