(S)-2-{[(S)-2-(Benzyloxycarbonyl-methyl-amino)-4-methyl-pentanoyl]-methyl-amino}-4-methyl-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-2-{[(S)-2-(Benzyloxycarbonyl-methyl-amino)-4-methyl-pentanoyl]-methyl-amino}-4-methyl-pentanoic acid methyl ester
• CAS No.: 220417-07-2
• Molecular Formula: C₂₃H₃₆N₂O₅
• Molecular Weight: 420.549

Synonyms:(S)-2-{[(S)-2-(Benzyloxycarbonyl-methyl-amino)-4-methyl-pentanoyl]-methyl-amino}-4-methyl-pentanoic acid methyl ester

Chemical Property of (S)-2-{[(S)-2-(Benzyloxycarbonyl-methyl-amino)-4-methyl-pentanoyl]-methyl-amino}-4-methyl-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (S)-2-{[(S)-2-(Benzyloxycarbonyl-methyl-amino)-4-methyl-pentanoyl]-methyl-amino}-4-methyl-pentanoic acid methyl ester

There total 6 articles about (S)-2-{[(S)-2-(Benzyloxycarbonyl-methyl-amino)-4-methyl-pentanoyl]-methyl-amino}-4-methyl-pentanoic acid methyl 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: 97.0%

N-benzyloxycarbonyl-N-methyl-L-leucine (33099-08-0) + N-methyl-L-leucine methyl ester (35026-08-5) → (S)-2-{[(S)-2-(Benzyloxycarbonyl-methyl-amino)-4-methyl-pentanoyl]-methyl-amino}-4-methyl-pentanoic acid methyl ester (220417-07-2)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 2-chloro-1,3-dimethyl-2-imidazolinium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 3h;

DOI:10.1021/jo981055a

Reference yield: 53.0%

N-benzyloxycarbonyl-N-methyl-L-leucine (33099-08-0) + (S)-4-Methyl-2-methylamino-pentanoic acid methyl ester; hydrobromide → (S)-2-{[(S)-2-(Benzyloxycarbonyl-methyl-amino)-4-methyl-pentanoyl]-methyl-amino}-4-methyl-pentanoic acid methyl ester (220417-07-2)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1021/ol062279f

Reference yield:

Z-Leu-OH (2018-66-8) → (S)-2-{[(S)-2-(Benzyloxycarbonyl-methyl-amino)-4-methyl-pentanoyl]-methyl-amino}-4-methyl-pentanoic acid methyl ester (220417-07-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NaH / acetonitrile

2: 53 percent / Et₃N; BOPCl / CH₂Cl₂ / 0 °C

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1021/ol062279f

upstream raw materials:

N-benzyloxycarbonyl-N-methyl-L-leucine

N-methyl-L-leucine methyl ester

Z-Leu-OH

L-leucine

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