[(S)-2-Benzyloxy-1-((R)-1-isocyanato-2-phenyl-ethylcarbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: [(S)-2-Benzyloxy-1-((R)-1-isocyanato-2-phenyl-ethylcarbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 913639-39-1
• Molecular Formula: C₃₄H₃₁N₃O₅
• Molecular Weight: 561.637

Synonyms:[(S)-2-Benzyloxy-1-((R)-1-isocyanato-2-phenyl-ethylcarbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of [(S)-2-Benzyloxy-1-((R)-1-isocyanato-2-phenyl-ethylcarbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of [(S)-2-Benzyloxy-1-((R)-1-isocyanato-2-phenyl-ethylcarbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 1 articles about [(S)-2-Benzyloxy-1-((R)-1-isocyanato-2-phenyl-ethylcarbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl 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: 88.0%

[(S)-1-((S)-1-Azidocarbonyl-2-phenyl-ethylcarbamoyl)-2-benzyloxy-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester → [(S)-2-Benzyloxy-1-((R)-1-isocyanato-2-phenyl-ethylcarbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (913639-39-1)

Guidance literature:

for 0.0125h; microwave irradiation;

DOI:10.1021/jo0611723

Reference yield: 88.0%

[(S)-2-Benzyloxy-1-((R)-1-isocyanato-2-phenyl-ethylcarbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (913639-39-1) + N-(Trimethylsilyl)isoleucin-trimethylsilylester (7483-92-3) → Fmoc-Ser(Bzl)-Phe-ψ(NH-CO-NH)-Ile-OH (913639-55-1)

Guidance literature:

[(S)-2-Benzyloxy-1-((R)-1-isocyanato-2-phenyl-ethylcarbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester; N-(Trimethylsilyl)isoleucin-trimethylsilylester; In dichloromethane; at 0 ℃;

With hydrogenchloride;

DOI:10.1021/jo0611723

Reference yield:

[(S)-2-Benzyloxy-1-((R)-1-isocyanato-2-phenyl-ethylcarbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (913639-39-1) → Ser(Bzl)-Phe-ψ(NH-CO-NH)-Ile-OH

Guidance literature:

Multi-step reaction with 2 steps

1.1: CH₂Cl₂ / 0 °C

1.2: 88 percent / aq. HCl

2.1: 84 percent / diethylamine / CH₂Cl₂ / 20 °C

With diethylamine; In dichloromethane;

DOI:10.1021/jo0611723

Downstream raw materials:

Fmoc-Ser(Bzl)-Phe-ψ(NH-CO-NH)-Ile-OH

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