2-amino-N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-succinamic acid allyl ester

Base Information

• Chemical Name: 2-amino-N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-succinamic acid allyl ester
• CAS No.: 710280-85-6
• Molecular Formula: C₃₁H₃₈N₄O₆
• Molecular Weight: 562.666

Synonyms:2-amino-N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-succinamic acid allyl ester

Chemical Property of 2-amino-N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-succinamic acid allyl ester

Chemical Property:

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Technology Process of 2-amino-N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-succinamic acid allyl ester

There total 3 articles about 2-amino-N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-succinamic acid allyl 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%

N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid allyl ester (710280-81-2) → 2-amino-N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-succinamic acid allyl ester (710280-85-6)

Guidance literature:

With diethylamine; In tetrahydrofuran; for 1.5h;

DOI:10.1021/jm011127h

Reference yield:

(S)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(allyloxy)-4-oxobutanoic acid (144120-53-6) → 2-amino-N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-succinamic acid allyl ester (710280-85-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / EDC; HOBt / dimethylformamide / 20 °C

2: 82 percent / Et₂NH / tetrahydrofuran / 1.5 h

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; diethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm011127h

Reference yield:

H-Trp-Phe-OtBu → 2-amino-N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-succinamic acid allyl ester (710280-85-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / EDC; HOBt / dimethylformamide / 20 °C

2: 82 percent / Et₂NH / tetrahydrofuran / 1.5 h

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; diethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm011127h

upstream raw materials:

N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid allyl ester

(S)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(allyloxy)-4-oxobutanoic acid

Downstream raw materials:

(2S,5S,8R,11S)-5-Benzyl-8-(3,4-dichloro-benzyl)-2-(1H-indol-3-ylmethyl)-3,6,9,13-tetraoxo-1,4,7,10-tetraaza-cyclotridecane-11-carboxylic acid allyl ester

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