((S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoyl)-L-leucine

Base Information

Chemical Name:((S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoyl)-L-leucine
CAS No.:118884-45-0
Molecular Formula:C₂₂H₃₂N₂O₇
Molecular Weight:436.505
Hs Code.:

Synonyms:((S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoyl)-L-leucine

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Chemical Property of ((S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoyl)-L-leucine

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Technology Process of ((S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoyl)-L-leucine

There total 4 articles about ((S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoyl)-L-leucine 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: 90.8%

: 61-90-5,21675-61-6,25248-98-0,70-45-1
L-leucine

: 13798-75-9
N^α-t-butoxycarbonylaspartic acid α-N-hydroxysuccinimide ester β-benzyl ester

: 118884-45-0
((S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoyl)-L-leucine

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1246/bcsj.69.431

Reference yield: 82.0%

: 133463-36-2
methyl ((S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoyl)-L-leucinate

: 118884-45-0
((S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoyl)-L-leucine

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1021/acs.jmedchem.1c01671

Reference yield:

: 7536-58-5,98482-77-0
BOC-L-aspartic acid 4-benzyl ester

: 118884-45-0
((S)-4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoyl)-L-leucine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h

1.2: 0 - 20 °C

2.1: lithium hydroxide; water / tetrahydrofuran / 3 h / 20 °C

With water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.1c01671