202214-56-0

Basic information

• Product Name: (S)-2-[(S)-2-({(S)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propyl]-6-oxo-piperazine-2-carbonyl}-amino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester
• Synonyms: (S)-2-[(S)-2-({(S)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propyl]-6-oxo-piperazine-2-carbonyl}-amino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester
• CAS NO: 202214-56-0
• Molecular Weight: 765.991
• Mol File: 202214-56-0.mol

Chemical Properties

• CAS DataBase Reference: (S)-2-[(S)-2-({(S)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propyl]-6-oxo-piperazine-2-carbonyl}-amino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-[(S)-2-({(S)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propyl]-6-oxo-piperazine-2-carbonyl}-amino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester(202214-56-0)
• EPA Substance Registry System: (S)-2-[(S)-2-({(S)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propyl]-6-oxo-piperazine-2-carbonyl}-amino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester(202214-56-0)

Safety Data

• Hazardous Substances Data: 202214-56-0(Hazardous Substances Data)

Upstream product

• 202214-54-8 [(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propylamino]-acetic acid methyl ester 
• 202214-53-7 tert-butyl N-[(1S)-1-[(4-tert-butoxyphenyl)methyl]-2-[methoxy(methyl)amino]-2-oxo-ethyl]carbamate 
• 74974-37-1 tert-butyl N-[(1S)-1-[(4-tert-butoxyphenyl)methyl]-2-oxoethyl]carbamate 
• 28635-78-1 L-phenylalanyl-L-leucine tert-butyl ester 
• 47375-34-8 Boc-Tyr(t-Bu)-OH 
• 202214-55-9 (S)-2-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-{[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propyl]-methoxycarbonylmethyl-amino}-propionylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid tert-butyl ester 

Relevant articles and documents

Synthesis of a constrained enkephalin analog to illustrate a novel route to the piperazinone ring structure

The synthesis of a constrained, piperazinone analog of Leu-enkephalin is presented. A key step in this synthesis was the use of the secondary amine, Boc-Tyr(OtBu)Ψ[CH2NH]Gly-OMe, to ring open the β-lactone of Z-protected L-serine (the Vederas lactone). The resulting free acid was then coupled to H-Phe-Leu-OtBu in a one-pot fashion using standard carbodiimide coupling conditions. This linear precursor cyclized upon hydrogenolysis of the Z group to form the N4-substituted, 6-carboxy-derived piperazinone (5). Deprotection of compound 5 using 1:1 TFA:CH2Cl2 yielded the target compound 1.