312311-58-3

Basic information

• Product Name: (S)-3-tert-butoxycarbonylamino-4-phenylbutanamide
• Synonyms: (S)-3-tert-butoxycarbonylamino-4-phenylbutanamide
• CAS NO: 312311-58-3
• Molecular Weight: 278.351
• Mol File: 312311-58-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-3-tert-butoxycarbonylamino-4-phenylbutanamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-tert-butoxycarbonylamino-4-phenylbutanamide(312311-58-3)
• EPA Substance Registry System: (S)-3-tert-butoxycarbonylamino-4-phenylbutanamide(312311-58-3)

Safety Data

• Hazardous Substances Data: 312311-58-3(Hazardous Substances Data)

Upstream product

• 172695-25-9 (S)-3-<(tert-butoxycarbonyl)amino>-4-phenylbutanenitrile 
• 884344-34-7 (R)-4-benzyl-1-hydroxymethylazetidin-2-one 
• 884344-37-0 (4S)-4-benzylazetidin-2-one 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 51871-62-6 (S)-3-tert-butoxycarbonylamino-4-phenylbutanoic acid 
• 60398-41-6 (3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate 
• 119153-87-6 (C₅H₉O₂)C₉H₉NO(O)(CO₂C₂H₅) 

Downstream Products

• 312311-72-1 Ns-β³-hPhe-N-allyl-β³-hPhe-β³-hPhe-N-allyl-β³-hPhe-OMe 
• 312311-75-4 cyclo(N-(2-azidoethyl)-β³-hPhe-β³-hPhe-N-(2-azidoethyl)-β³-hPhe-β³-hPhe) 
• 312311-74-3 cyclo(N-(2-hydroxyethyl)-β³-hPhe-β³-hPhe-N-(2-hydroxyethyl)-β³-hPhe-β³-hPhe) 
• 312311-73-2 H-β³-hPhe-N-allyl-β³-hPhe-β³-hPhe-N-allyl-β³-hPhe-OMe 
• 312311-70-9 methyl N-(p-nitrobenzenesulfonyl)-(S)-β³-homophenylalanyl-N-allyl-(S)-β³-homophenylalaninate 
• 312311-71-0 Ns-β³-hPhe-N-allyl-β³-hPhe-OH 
• 312311-59-4 methyl (S)-3-(N-allyl-N-tert-butoxycarbonylamino)-4-phenylbutanoate 
• 312311-63-0 Boc-β³-hPhe-N-allyl-β³-hPhe-β³-hPhe-N-allyl-β³-hPhe-OC6F5 
• 223595-70-8 H-β³-hPhe-N-allyl-β³-hPhe-β³-hPhe-N-allyl-β³-hPhe-OC6F5 
• 312311-62-9 Boc-β³-hPhe-N-allyl-β³-hPhe-β³-hPhe-N-allyl-β³-hPhe-OH 
• 223595-69-5 Boc-β³-hPhe-N-allyl-β³-hPhe-β³-hPhe-N-allyl-β³-hPhe-OMe 
• 223595-60-6 cyclo(N-allyl-β³-hPhe-β³-hPhe-N-allyl-β³-hPhe-β³-hPhe) 

Relevant articles and documents

Lipase-involved strategy to the enantiomers of 4-benzyl-β-lactam as a key intermediate in the preparation of β-phenylalanine derivatives

A simple chemoenzymatic method for the preparation of the enantiomers of 4-benzyl-β-lactam (4-benzylazetidin-2-one) from allylbenzene has been described. The enantiomers of this key intermediate have been used to produce the corresponding enantiomers of β-phenylalanine and N-Boc-protected β-phenylalanine amide through the simple cleavage of the lactam ring by acid-catalyzed hydrolysis and by ammonolysis, respectively. Burkholderia cepacia lipase-catalyzed kinetic double resolution techniques were responsible for achieving enantiopurity in the products. This was performed through the acylation of N-hydroxymethylated β-lactam followed by the butanolysis of the obtained (S)-ester. Direct lipase-catalyzed cleavage of the β-lactam ring has also been studied.

Pseudoaxially disubstituted cyclo-β3-tetrapeptide scaffolds

An N,N-disubstituted cyclo-β3-tetrapeptide, identified as a potential molecular scaffold, has been synthesised on a multigram scale from β-homophenylalanine by employing a nosylate-based protection strategy. C2-Symmetric derivatives containing pseudoaxial, combinatorially addressable functionalities have been prepared from the parent cyclopeptide. (C) 2000 Elsevier Science Ltd.