(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoic acid 2-cyano-ethyl ester

Base Information

• Chemical Name: (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoic acid 2-cyano-ethyl ester
• CAS No.: 119866-67-0
• Molecular Formula: C₂₃H₃₃N₃O₅
• Molecular Weight: 431.532

Synonyms:(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoic acid 2-cyano-ethyl ester

Chemical Property of (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoic acid 2-cyano-ethyl ester

Chemical Property:

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Technology Process of (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoic acid 2-cyano-ethyl ester

There total 2 articles about (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoic acid 2-cyano-ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoic acid 2-cyano-ethyl ester (119866-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / 4-dimethylaminopyridine, dicyclohexylcarbodiimide / dimethylformamide / 2 h / 0 °C

2: 1) TFA, 2) 1-hydroxybenzotriazole, N-methylmorpholine / 1) O deg C, 10 min, 2) DMF, 2 h

With 4-methyl-morpholine; dmap; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1007/BF00598586

Reference yield:

N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester (7535-56-0) + Boc-Leu-OCet (119866-76-1) → (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoic acid 2-cyano-ethyl ester (119866-67-0)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; trifluoroacetic acid; Multistep reaction; 1) O deg C, 10 min, 2) DMF, 2 h;

DOI:10.1007/BF00598586

Reference yield:

(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoic acid 2-cyano-ethyl ester (119866-67-0) → Leu-enkephalin (58822-25-6)

Guidance literature:

Multi-step reaction with 2 steps

2: 1) 30percent piperidine, 2) TFA, m-cresol / 1) DMF, 12 h, room temperature, 2) 0 deg C, 10 min

With piperidine; 3-methyl-phenol; trifluoroacetic acid;

DOI:10.1007/BF00598586

upstream raw materials:

N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester

Boc-Leu-OCet

N-tert-butoxycarbonyl-L-leucine

Downstream raw materials:

Leu-enkephalin

Boc-Tyr-Gly-Gly-Phe-Leu-NHNH₂

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