(S)-2-((S)-2-amino-3-tert-butoxycarbonyl-propionylamino)-3-methyl-butyric acid benzyl ester

Base Information

• Chemical Name: (S)-2-((S)-2-amino-3-tert-butoxycarbonyl-propionylamino)-3-methyl-butyric acid benzyl ester
• CAS No.: 1344158-53-7
• Molecular Formula: C₂₀H₃₀N₂O₅
• Molecular Weight: 378.469

Synonyms:(S)-2-((S)-2-amino-3-tert-butoxycarbonyl-propionylamino)-3-methyl-butyric acid benzyl ester

Chemical Property of (S)-2-((S)-2-amino-3-tert-butoxycarbonyl-propionylamino)-3-methyl-butyric acid benzyl ester

Chemical Property:

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Technology Process of (S)-2-((S)-2-amino-3-tert-butoxycarbonyl-propionylamino)-3-methyl-butyric acid benzyl ester

There total 3 articles about (S)-2-((S)-2-amino-3-tert-butoxycarbonyl-propionylamino)-3-methyl-butyric acid benzyl 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: 80.0%

C35H40N2O7 (1352344-80-9) → (S)-2-((S)-2-amino-3-tert-butoxycarbonyl-propionylamino)-3-methyl-butyric acid benzyl ester (1344158-53-7)

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.08.020

Reference yield:

L-valine benzyl ester (21760-98-5) → (S)-2-((S)-2-amino-3-tert-butoxycarbonyl-propionylamino)-3-methyl-butyric acid benzyl ester (1344158-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 15.08 h / 0 - 20 °C / Inert atmosphere

2: piperidine / N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere

With piperidine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.08.020

Reference yield:

Fmoc-(tBu)Asp-OH (71989-14-5) → (S)-2-((S)-2-amino-3-tert-butoxycarbonyl-propionylamino)-3-methyl-butyric acid benzyl ester (1344158-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 15.08 h / 0 - 20 °C / Inert atmosphere

2: piperidine / N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere

With piperidine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.08.020

upstream raw materials:

C₃₅H₄₀N₂O₇

L-valine benzyl ester

Fmoc-(tBu)Asp-OH

Downstream raw materials:

(S)-3-((S)-2-acetamido-3-methylbutanamido)-4-(((S)-1-((2S,3R)-2-(((3S)-2-hydroxy-5-oxotetrahydrofuran-3-yl)carbamoyl)-3-phenylpyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)amino)-4-oxobutanoic acid

(S)-3-((S)-2-acetamido-3-methylbutanamido)-4-(((S)-1-((2S,3R)-2-(((3S)-2-hydroxy-5-oxotetrahydrofuran-3-yl)carbamoyl)-3-(p-tolyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)amino)-4-oxobutanoic acid

(S)-3-((S)-2-acetamido-3-methylbutanamido)-4-(((S)-1-((2S,3R)-3-cyclohexyl-2-(((2S,3S)-2-hydroxy-5-oxotetrahydrofuran-3-yl)carbamoyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)amino)-4-oxobutanoic acid

(S)-2-[(S)-2-((S)-2-acetylamino-3-methyl-butyrylamino)-3-tert-butoxycarbonyl-propionylamino]-3-methyl-butyric acid benzyl ester

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