2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-hydroxy-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester

Base Information

• Chemical Name: 2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-hydroxy-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester
• CAS No.: 236393-09-2
• Molecular Formula: C₃₃H₃₆N₂O₈
• Molecular Weight: 588.657

Synonyms:2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-hydroxy-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester

Chemical Property of 2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-hydroxy-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester

Chemical Property:

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Technology Process of 2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-hydroxy-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester

There total 3 articles about 2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-hydroxy-phenyl)-propionylamino]-pentanedioic acid 5-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: 91.0%

2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-hydroxy-phenyl)-propionylamino]-pentanedioic acid 1-benzyl ester 5-tert-butyl ester → 2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-hydroxy-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester (236393-09-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1055/s-1999-3119

Reference yield:

H-Glu(O-t-Bu)-OBzl (62188-74-3) → 2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-hydroxy-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester (236393-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / HOBt, EDCI / dimethylformamide / 0 - 20 °C

2: 91 percent / H₂ / 10 percent Pd/C / ethanol

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1055/s-1999-3119

Reference yield:

Fmoc-3-hydroxy-L-Phe (178432-48-9,138775-49-2) → 2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-hydroxy-phenyl)-propionylamino]-pentanedioic acid 5-tert-butyl ester (236393-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / HOBt, EDCI / dimethylformamide / 0 - 20 °C

2: 91 percent / H₂ / 10 percent Pd/C / ethanol

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1055/s-1999-3119

upstream raw materials:

H-Glu(O-t-Bu)-OBzl

Fmoc-3-hydroxy-L-Phe

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