(S)-2-((2S,3S)-2-{2-[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetylamino}-3-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-((2S,3S)-2-{2-[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetylamino}-3-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester
• CAS No.: 215512-37-1
• Molecular Formula: C₄₀H₅₁N₅O₉
• Molecular Weight: 745.873

Synonyms:

Chemical Property of (S)-2-((2S,3S)-2-{2-[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetylamino}-3-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (S)-2-((2S,3S)-2-{2-[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetylamino}-3-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester

There total 3 articles about (S)-2-((2S,3S)-2-{2-[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetylamino}-3-methyl-pentanoylamino)-3-phenyl-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:

benzyl 2-(2-ethoxy-2-ethoxyethyl)-1-hydrazinecarboxylate (4503-58-6) → (S)-2-((2S,3S)-2-{2-[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetylamino}-3-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester (215512-37-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / iBuOCOCl, NMM / CH₂Cl₂

2: 80 percent / aq. NaOH

3: NMM, BOP / dimethylformamide

With 4-methyl-morpholine; sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; isobutyl chloroformate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(98)80043-3

Reference yield:

[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetic acid ethyl ester (215512-35-9) → (S)-2-((2S,3S)-2-{2-[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetylamino}-3-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester (215512-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / aq. NaOH

2: NMM, BOP / dimethylformamide

With 4-methyl-morpholine; sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(98)80043-3

Reference yield:

[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetic acid (215512-36-0) + (S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester; compound with trifluoro-acetic acid → (S)-2-((2S,3S)-2-{2-[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetylamino}-3-methyl-pentanoylamino)-3-phenyl-propionic acid methyl ester (215512-37-1)

Guidance literature:

With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(98)80043-3

upstream raw materials:

[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetic acid

benzyl 2-(2-ethoxy-2-ethoxyethyl)-1-hydrazinecarboxylate

[N'-Benzyloxycarbonyl-N-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionyl)-hydrazino]-acetic acid ethyl ester

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