(S)-3-Benzyloxycarbonylamino-2-{(S)-3-benzyloxycarbonylamino-2-[(S)-3-benzyloxycarbonylamino-2-(4-bromo-benzoylamino)-propionylamino]-propionylamino}-propionic acid methyl ester

Base Information

• Chemical Name: (S)-3-Benzyloxycarbonylamino-2-{(S)-3-benzyloxycarbonylamino-2-[(S)-3-benzyloxycarbonylamino-2-(4-bromo-benzoylamino)-propionylamino]-propionylamino}-propionic acid methyl ester
• CAS No.: 223778-17-4
• Molecular Formula: C₄₁H₄₃BrN₆O₁₁
• Molecular Weight: 875.73

Synonyms:(S)-3-Benzyloxycarbonylamino-2-{(S)-3-benzyloxycarbonylamino-2-[(S)-3-benzyloxycarbonylamino-2-(4-bromo-benzoylamino)-propionylamino]-propionylamino}-propionic acid methyl ester

Chemical Property of (S)-3-Benzyloxycarbonylamino-2-{(S)-3-benzyloxycarbonylamino-2-[(S)-3-benzyloxycarbonylamino-2-(4-bromo-benzoylamino)-propionylamino]-propionylamino}-propionic acid methyl ester

Chemical Property:

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Technology Process of (S)-3-Benzyloxycarbonylamino-2-{(S)-3-benzyloxycarbonylamino-2-[(S)-3-benzyloxycarbonylamino-2-(4-bromo-benzoylamino)-propionylamino]-propionylamino}-propionic acid methyl ester

There total 6 articles about (S)-3-Benzyloxycarbonylamino-2-{(S)-3-benzyloxycarbonylamino-2-[(S)-3-benzyloxycarbonylamino-2-(4-bromo-benzoylamino)-propionylamino]-propionylamino}-propionic 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: 93.0%

4-chlorobenzoyl chloride (586-75-4) + (S)-2-[(S)-2-((S)-2-Amino-3-benzyloxycarbonylamino-propionylamino)-3-benzyloxycarbonylamino-propionylamino]-3-benzyloxycarbonylamino-propionic acid methyl ester; hydrochloride → (S)-3-Benzyloxycarbonylamino-2-{(S)-3-benzyloxycarbonylamino-2-[(S)-3-benzyloxycarbonylamino-2-(4-bromo-benzoylamino)-propionylamino]-propionylamino}-propionic acid methyl ester (223778-17-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; a) 0 deg C, 2 h, b) RT, overnight;

DOI:10.1021/ja9842114

Reference yield:

Boc-A2pr(-Z)-ONSu (66493-64-9) → (S)-3-Benzyloxycarbonylamino-2-{(S)-3-benzyloxycarbonylamino-2-[(S)-3-benzyloxycarbonylamino-2-(4-bromo-benzoylamino)-propionylamino]-propionylamino}-propionic acid methyl ester (223778-17-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 83 percent / Et₃N / dimethylformamide / a) 0 deg C, 1 h, b) RT, overnight

2: HCl / ethyl acetate / 1 h / Ambient temperature

3: Et₃N / dimethylformamide / a) 0 deg C, 1 h, b) RT, overnight

4: HCl / ethyl acetate / 1 h / Ambient temperature

5: 93 percent / Et₃N / dimethylformamide / a) 0 deg C, 2 h, b) RT, overnight

With hydrogenchloride; triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ja9842114

Reference yield:

Nβ-Z-Dap-OMe*HCl (71749-02-5) → (S)-3-Benzyloxycarbonylamino-2-{(S)-3-benzyloxycarbonylamino-2-[(S)-3-benzyloxycarbonylamino-2-(4-bromo-benzoylamino)-propionylamino]-propionylamino}-propionic acid methyl ester (223778-17-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 83 percent / Et₃N / dimethylformamide / a) 0 deg C, 1 h, b) RT, overnight

2: HCl / ethyl acetate / 1 h / Ambient temperature

3: Et₃N / dimethylformamide / a) 0 deg C, 1 h, b) RT, overnight

4: HCl / ethyl acetate / 1 h / Ambient temperature

5: 93 percent / Et₃N / dimethylformamide / a) 0 deg C, 2 h, b) RT, overnight

With hydrogenchloride; triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ja9842114

upstream raw materials:

4-chlorobenzoyl chloride

Boc-A₂pr(-Z)-ONSu

N^β-Z-Dap-OMe*HCl

(S)-3-Benzyloxycarbonylamino-2-((S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-propionylamino)-propionic acid methyl ester

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