(S)-2-{(S)-2-[2-({(1R,2S)-1-tert-Butoxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionyloxy]-cyclopentanecarbonyl}-amino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-{(S)-2-[2-({(1R,2S)-1-tert-Butoxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionyloxy]-cyclopentanecarbonyl}-amino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid tert-butyl ester
• CAS No.: 213688-85-8
• Molecular Formula: C₅₀H₇₅N₅O₁₂
• Molecular Weight: 938.172

Synonyms:

Chemical Property of (S)-2-{(S)-2-[2-({(1R,2S)-1-tert-Butoxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionyloxy]-cyclopentanecarbonyl}-amino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid tert-butyl ester

Chemical Property:

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Useful:

Technology Process of (S)-2-{(S)-2-[2-({(1R,2S)-1-tert-Butoxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionyloxy]-cyclopentanecarbonyl}-amino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid tert-butyl ester

There total 3 articles about (S)-2-{(S)-2-[2-({(1R,2S)-1-tert-Butoxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionyloxy]-cyclopentanecarbonyl}-amino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic 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:

Gly-Phe-Leu(t-Bu) (82362-19-4) → (S)-2-{(S)-2-[2-({(1R,2S)-1-tert-Butoxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionyloxy]-cyclopentanecarbonyl}-amino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid tert-butyl ester (213688-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, 1-hydroxybenzotriazole hydrate, i-Pr₂NEt / CH₂Cl₂ / 2 h / Ambient temperature

2: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 4-dimethylamino-pyridine / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/S0960-894X(98)00349-7

Reference yield:

(1R,2S)-1-tert-Butoxycarbonylamino-2-hydroxy-cyclopentanecarboxylic acid → (S)-2-{(S)-2-[2-({(1R,2S)-1-tert-Butoxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionyloxy]-cyclopentanecarbonyl}-amino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid tert-butyl ester (213688-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, 1-hydroxybenzotriazole hydrate, i-Pr₂NEt / CH₂Cl₂ / 2 h / Ambient temperature

2: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 4-dimethylamino-pyridine / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/S0960-894X(98)00349-7

Reference yield:

Boc-Tyr(t-Bu)-OH (47375-34-8) + (S)-2-((S)-2-{2-[((1R,2S)-1-tert-Butoxycarbonylamino-2-hydroxy-cyclopentanecarbonyl)-amino]-acetylamino}-3-phenyl-propionylamino)-4-methyl-pentanoic acid tert-butyl ester (213688-60-9) → (S)-2-{(S)-2-[2-({(1R,2S)-1-tert-Butoxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionyloxy]-cyclopentanecarbonyl}-amino)-acetylamino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid tert-butyl ester (213688-85-8)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 2h; Yield given; Ambient temperature;

DOI:10.1016/S0960-894X(98)00349-7

upstream raw materials:

Boc-Tyr(t-Bu)-OH

(S)-2-((S)-2-{2-[((1R,2S)-1-tert-Butoxycarbonylamino-2-hydroxy-cyclopentanecarbonyl)-amino]-acetylamino}-3-phenyl-propionylamino)-4-methyl-pentanoic acid tert-butyl ester

Gly-Phe-Leu(t-Bu)

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