[2-(1-benzyloxycarbonylamino-cyclopropyl)-2-oxo-acetylamino]-acetic acid tert-butyl ester

Base Information

• Chemical Name: [2-(1-benzyloxycarbonylamino-cyclopropyl)-2-oxo-acetylamino]-acetic acid tert-butyl ester
• CAS No.: 558475-60-8
• Molecular Formula: C₁₉H₂₄N₂O₆
• Molecular Weight: 376.409
• Mol file: 558475-60-8.mol

Synonyms:[2-(1-benzyloxycarbonylamino-cyclopropyl)-2-oxo-acetylamino]-acetic acid tert-butyl ester

Chemical Property of [2-(1-benzyloxycarbonylamino-cyclopropyl)-2-oxo-acetylamino]-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(1-benzyloxycarbonylamino-cyclopropyl)-2-oxo-acetylamino]-acetic acid tert-butyl ester

There total 2 articles about [2-(1-benzyloxycarbonylamino-cyclopropyl)-2-oxo-acetylamino]-acetic acid tert-butyl 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: 84.0%

glycine tert-butyl ester hydrochloride (27532-96-3) + {1-[2-Cyano-2-(triphenyl-λ5-phosphanylidene)-acetyl]-cyclopropyl}-carbamic acid benzyl ester (558475-58-4) → [2-(1-benzyloxycarbonylamino-cyclopropyl)-2-oxo-acetylamino]-acetic acid tert-butyl ester (558475-60-8)

Guidance literature:

{1-[2-Cyano-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-cyclopropyl}-carbamic acid benzyl ester; With ozone; In dichloromethane; at -78 ℃;

glycine tert-butyl ester hydrochloride; In dichloromethane; for 1h;

DOI:10.1016/S0960-894X(03)00031-3

Reference yield:

(benzyloxycarbonylamino)cyclopropanecarboxylic acid (84677-06-5) → [2-(1-benzyloxycarbonylamino-cyclopropyl)-2-oxo-acetylamino]-acetic acid tert-butyl ester (558475-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 63 percent / EDCI; DMAP / CH₂Cl₂ / 8 h / 0 - 20 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: 84 percent / CH₂Cl₂ / 1 h

With dmap; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1016/S0960-894X(03)00031-3

Reference yield:

[2-(1-benzyloxycarbonylamino-cyclopropyl)-2-oxo-acetylamino]-acetic acid tert-butyl ester (558475-60-8) → [2-(1-benzyloxycarbonylamino-cyclopropyl)-2-hydroxy-acetylamino]-acetic acid tert-butyl ester

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/S0960-894X(03)00031-3

upstream raw materials:

glycine tert-butyl ester hydrochloride

{1-[2-Cyano-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-cyclopropyl}-carbamic acid benzyl ester

(benzyloxycarbonylamino)cyclopropanecarboxylic acid

Downstream raw materials:

(2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-oxo-acetylamino)-acetic acid tert-butyl ester

(2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-hydroxy-acetylamino)-acetic acid tert-butyl ester