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

Base Information

Chemical Name:N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid allyl ester
CAS No.:710280-81-2
Molecular Formula:C₄₆H₄₈N₄O₈
Molecular Weight:784.909
Hs Code.:

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

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

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

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

There total 1 articles about N-[1-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-ethyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-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: 73.0%

: 144120-53-6
(S)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(allyloxy)-4-oxobutanoic acid

: H-Trp-Phe-OtBu

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

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jm011127h

Reference yield: 82.0%

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

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

Guidance literature:: With diethylamine; In tetrahydrofuran; for 1.5h;
DOI:10.1021/jm011127h

Reference yield:

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

: (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

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / Et₂NH / tetrahydrofuran / 1.5 h

2: 97 percent / EDC; HOBt / dimethylformamide / 20 h / 20 °C

3: TFA; methyl sulfide / 0.5 h / 20 °C

4: TEA; EDC; HOBt / dimethylformamide / 20 °C

5: 50 percent / AcOH; PPh₃; Pd(dba)2 / tetrahydrofuran / 1 h / 20 °C

With dimethylsulfide; TEA; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; diethylamine; triphenylphosphine; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm011127h