(S)-5-Benzyloxycarbonylamino-2-(3-benzyloxycarbonylamino-propylamino)-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-5-Benzyloxycarbonylamino-2-(3-benzyloxycarbonylamino-propylamino)-pentanoic acid methyl ester
• CAS No.: 1050617-25-8
• Molecular Formula: C₂₅H₃₃N₃O₆
• Molecular Weight: 471.554

Synonyms:(S)-5-Benzyloxycarbonylamino-2-(3-benzyloxycarbonylamino-propylamino)-pentanoic acid methyl ester

Chemical Property of (S)-5-Benzyloxycarbonylamino-2-(3-benzyloxycarbonylamino-propylamino)-pentanoic acid methyl ester

Chemical Property:

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Technology Process of (S)-5-Benzyloxycarbonylamino-2-(3-benzyloxycarbonylamino-propylamino)-pentanoic acid methyl ester

There total 4 articles about (S)-5-Benzyloxycarbonylamino-2-(3-benzyloxycarbonylamino-propylamino)-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:

(S)-5-Benzyloxycarbonylamino-2-[3-benzyloxycarbonylamino-prop-(Z)-ylideneamino]-pentanoic acid methyl ester → (S)-5-Benzyloxycarbonylamino-2-(3-benzyloxycarbonylamino-propylamino)-pentanoic acid methyl ester (1050617-25-8)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In 1,4-dioxane; chloroform;

DOI:10.1021/jm00101a002

Reference yield:

3-[(benzyloxycarbonyl)amino]propanal (65564-05-8) → (S)-5-Benzyloxycarbonylamino-2-(3-benzyloxycarbonylamino-propylamino)-pentanoic acid methyl ester (1050617-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-A molecular sieves / CHCl₃ / 5 h

2: NaBH₃CN, HCl / CHCl₃; dioxane

With hydrogenchloride; 4 A molecular sieve; sodium cyanoborohydride; In 1,4-dioxane; chloroform;

DOI:10.1021/jm00101a002

Reference yield:

3-[(N-benzyloxycarbonyl)amino]propanol (34637-22-4) → (S)-5-Benzyloxycarbonylamino-2-(3-benzyloxycarbonylamino-propylamino)-pentanoic acid methyl ester (1050617-25-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -65 °C

2: 4-A molecular sieves / CHCl₃ / 5 h

3: NaBH₃CN, HCl / CHCl₃; dioxane

With hydrogenchloride; oxalyl dichloride; 4 A molecular sieve; sodium cyanoborohydride; dimethyl sulfoxide; In 1,4-dioxane; dichloromethane; chloroform;

DOI:10.1021/jm00101a002

upstream raw materials:

3-[(benzyloxycarbonyl)amino]propanal

3-[(N-benzyloxycarbonyl)amino]propanol

benzyl chloroformate

Downstream raw materials:

N-<3,4-bis(benzyloxy)phenethyl>-N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

N-<4-phenethyl>-N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

succinyl N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

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