3-[(S)-3-Benzyloxycarbonyl-2-(3-{(S)-3-benzyloxycarbonyl-2-[3-((S)-3-benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-benzoylamino]-propionylamino}-benzoylamino)-propionylamino]-benzoic acid 2-oxo-2-phenyl-ethyl ester

Base Information

• Chemical Name: 3-[(S)-3-Benzyloxycarbonyl-2-(3-{(S)-3-benzyloxycarbonyl-2-[3-((S)-3-benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-benzoylamino]-propionylamino}-benzoylamino)-propionylamino]-benzoic acid 2-oxo-2-phenyl-ethyl ester
• CAS No.: 226982-41-8
• Molecular Formula: C₆₇H₆₄N₆O₁₆
• Molecular Weight: 1209.28

Synonyms:

Chemical Property of 3-[(S)-3-Benzyloxycarbonyl-2-(3-{(S)-3-benzyloxycarbonyl-2-[3-((S)-3-benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-benzoylamino]-propionylamino}-benzoylamino)-propionylamino]-benzoic acid 2-oxo-2-phenyl-ethyl ester

Chemical Property:

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Useful:

Technology Process of 3-[(S)-3-Benzyloxycarbonyl-2-(3-{(S)-3-benzyloxycarbonyl-2-[3-((S)-3-benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-benzoylamino]-propionylamino}-benzoylamino)-propionylamino]-benzoic acid 2-oxo-2-phenyl-ethyl ester

There total 1 articles about 3-[(S)-3-Benzyloxycarbonyl-2-(3-{(S)-3-benzyloxycarbonyl-2-[3-((S)-3-benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-benzoylamino]-propionylamino}-benzoylamino)-propionylamino]-benzoic acid 2-oxo-2-phenyl-ethyl 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: 59.0%

Boc-Asp(OBzl)-Aba-OH (226982-36-1) + 3-{(S)-2-[3-((S)-2-Amino-3-benzyloxycarbonyl-propionylamino)-benzoylamino]-3-benzyloxycarbonyl-propionylamino}-benzoic acid 2-oxo-2-phenyl-ethyl ester; compound with trifluoro-acetic acid → 3-[(S)-3-Benzyloxycarbonyl-2-(3-{(S)-3-benzyloxycarbonyl-2-[3-((S)-3-benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-benzoylamino]-propionylamino}-benzoylamino)-propionylamino]-benzoic acid 2-oxo-2-phenyl-ethyl ester (226982-41-8)

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;

DOI:10.1016/S0040-4039(99)00544-4

Reference yield: 64.0%

3-[(S)-3-Benzyloxycarbonyl-2-(3-{(S)-3-benzyloxycarbonyl-2-[3-((S)-3-benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-benzoylamino]-propionylamino}-benzoylamino)-propionylamino]-benzoic acid 2-oxo-2-phenyl-ethyl ester (226982-41-8) → 3-[(S)-3-Benzyloxycarbonyl-2-(3-{(S)-3-benzyloxycarbonyl-2-[3-((S)-3-benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-benzoylamino]-propionylamino}-benzoylamino)-propionylamino]-benzoic acid (244787-58-4)

Guidance literature:

With acetic acid; zinc; for 4h; Ambient temperature;

DOI:10.1016/S0040-4039(99)00544-4

Reference yield:

3-[(S)-3-Benzyloxycarbonyl-2-(3-{(S)-3-benzyloxycarbonyl-2-[3-((S)-3-benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-benzoylamino]-propionylamino}-benzoylamino)-propionylamino]-benzoic acid 2-oxo-2-phenyl-ethyl ester (226982-41-8) → C54H48N6O12 (226982-44-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / Zn/AcOH / 4 h / Ambient temperature

2: 99 percent / CHCl₃ / 1 h / Ambient temperature

3: 55 percent / DPPA, DIEA / dimethylformamide / 16 h / Ambient temperature

With diphenyl-phosphinic acid; acetic acid; N-ethyl-N,N-diisopropylamine; zinc; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(99)00544-4

upstream raw materials:

Boc-Asp(OBzl)-Aba-OH

Downstream raw materials:

3-[(S)-3-Benzyloxycarbonyl-2-(3-{(S)-3-benzyloxycarbonyl-2-[3-((S)-3-benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-benzoylamino]-propionylamino}-benzoylamino)-propionylamino]-benzoic acid

C₅₄H₄₈N₆O₁₂

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