(S)-2-[(S)-2-[(S)-2-[6-(9H-Fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid benzyl ester

Base Information

• Chemical Name: (S)-2-[(S)-2-[(S)-2-[6-(9H-Fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid benzyl ester
• CAS No.: 652156-01-9
• Molecular Formula: C₅₅H₅₆N₄O₁₀
• Molecular Weight: 933.07

Synonyms:

Chemical Property of (S)-2-[(S)-2-[(S)-2-[6-(9H-Fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (S)-2-[(S)-2-[(S)-2-[6-(9H-Fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid benzyl ester

There total 5 articles about (S)-2-[(S)-2-[(S)-2-[6-(9H-Fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid benzyl 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: 82.0%

6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid (88574-06-5) + H-[Tyr(OH)]3-OBn (652155-72-1) → (S)-2-[(S)-2-[(S)-2-[6-(9H-Fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid benzyl ester (652156-01-9)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 18h;

DOI:10.1081/CAR-120026453

Reference yield:

L-tyrosine benzyl ester (42406-77-9) → (S)-2-[(S)-2-[(S)-2-[6-(9H-Fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid benzyl ester (652156-01-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / iPr₂NEt; HOBt; EDC / CH₂Cl₂ / 18 h

2: iPr₂NEt; HOBt; EDC / CH₂Cl₂ / 15 h

3: 82 percent / CF₃CO₂H / CH₂Cl₂ / 3 h / 0 °C

4: 82 percent / iPr₂NEt; HOBt; EDC / CH₂Cl₂ / 18 h

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1081/CAR-120026453

Reference yield:

Boc-Tyr-OH (3978-80-1) → (S)-2-[(S)-2-[(S)-2-[6-(9H-Fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionylamino]-3-(4-hydroxy-phenyl)-propionic acid benzyl ester (652156-01-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / iPr₂NEt; HOBt; EDC / CH₂Cl₂ / 18 h

2: iPr₂NEt; HOBt; EDC / CH₂Cl₂ / 15 h

3: 82 percent / CF₃CO₂H / CH₂Cl₂ / 3 h / 0 °C

4: 82 percent / iPr₂NEt; HOBt; EDC / CH₂Cl₂ / 18 h

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1081/CAR-120026453

upstream raw materials:

6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid

H-[Tyr(OH)]3-OBn

L-tyrosine benzyl ester

Boc-Tyr-OH

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