[(6S,9S,18S,21S)-6-(1H-Indol-3-ylmethyl)-9,21-dimethyl-4,7,10,13,16,19,22-heptaoxo-1,3-dioxa-5,8,11,14,17,20-hexaaza-cyclodocos-18-yl]-acetic acid benzyl ester

Base Information

Chemical Name:[(6S,9S,18S,21S)-6-(1H-Indol-3-ylmethyl)-9,21-dimethyl-4,7,10,13,16,19,22-heptaoxo-1,3-dioxa-5,8,11,14,17,20-hexaaza-cyclodocos-18-yl]-acetic acid benzyl ester
CAS No.:187977-16-8
Molecular Formula:C₃₄H₃₉N₇O₁₁
Molecular Weight:721.724
Hs Code.:

[(6S,9S,18S,21S)-6-(1H-Indol-3-ylmethyl)-9,21-dimethyl-4,7,10,13,16,19,22-heptaoxo-1,3-dioxa-5,8,11,14,17,20-hexaaza-cyclodocos-18-yl]-acetic acid benzyl ester

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Chemical Property of [(6S,9S,18S,21S)-6-(1H-Indol-3-ylmethyl)-9,21-dimethyl-4,7,10,13,16,19,22-heptaoxo-1,3-dioxa-5,8,11,14,17,20-hexaaza-cyclodocos-18-yl]-acetic acid benzyl ester

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Technology Process of [(6S,9S,18S,21S)-6-(1H-Indol-3-ylmethyl)-9,21-dimethyl-4,7,10,13,16,19,22-heptaoxo-1,3-dioxa-5,8,11,14,17,20-hexaaza-cyclodocos-18-yl]-acetic acid benzyl ester

There total 3 articles about [(6S,9S,18S,21S)-6-(1H-Indol-3-ylmethyl)-9,21-dimethyl-4,7,10,13,16,19,22-heptaoxo-1,3-dioxa-5,8,11,14,17,20-hexaaza-cyclodocos-18-yl]-acetic 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:

: 187977-05-5
(S)-2-((S)-2-tert-Butoxycarbonylamino-propionyloxymethoxycarbonylamino)-3-(1H-indol-3-yl)-propionic acid

: 187977-16-8
[(6S,9S,18S,21S)-6-(1H-Indol-3-ylmethyl)-9,21-dimethyl-4,7,10,13,16,19,22-heptaoxo-1,3-dioxa-5,8,11,14,17,20-hexaaza-cyclodocos-18-yl]-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / EDC, HOBT, NMM / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) room temperature, 30 h

2: Zn / acetic acid / 24 h / Ambient temperature

3: TFA, phenol, ethanedithiol / CH₂Cl₂ / 2 h / Ambient temperature

4: 20 percent / BOP-Cl, NMM, DMAP / CH₂Cl₂ / 72 h / Ambient temperature

With 4-methyl-morpholine; dmap; ethandithiol; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; zinc; phenol; In dichloromethane; acetic acid;
DOI:10.1021/jo961696a

Reference yield:

: 197143-02-5
(S)-2-[2-(2-{(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionyloxymethoxycarbonylamino)-3-(1H-indol-3-yl)-propionylamino]-propionylamino}-acetylamino)-acetylamino]-succinic acid 4-benzyl ester

: 187977-16-8
[(6S,9S,18S,21S)-6-(1H-Indol-3-ylmethyl)-9,21-dimethyl-4,7,10,13,16,19,22-heptaoxo-1,3-dioxa-5,8,11,14,17,20-hexaaza-cyclodocos-18-yl]-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: TFA, phenol, ethanedithiol / CH₂Cl₂ / 2 h / Ambient temperature

2: 20 percent / BOP-Cl, NMM, DMAP / CH₂Cl₂ / 72 h / Ambient temperature

With 4-methyl-morpholine; dmap; ethandithiol; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; trifluoroacetic acid; phenol; In dichloromethane;
DOI:10.1021/jo961696a

Reference yield:

: 187977-14-6
(S)-2-[2-(2-{(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-propionyloxymethoxycarbonylamino)-3-(1H-indol-3-yl)-propionylamino]-propionylamino}-acetylamino)-acetylamino]-succinic acid 4-benzyl ester 1-(2,2,2-trichloro-ethyl) ester

: 187977-16-8
[(6S,9S,18S,21S)-6-(1H-Indol-3-ylmethyl)-9,21-dimethyl-4,7,10,13,16,19,22-heptaoxo-1,3-dioxa-5,8,11,14,17,20-hexaaza-cyclodocos-18-yl]-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Zn / acetic acid / 24 h / Ambient temperature

2: TFA, phenol, ethanedithiol / CH₂Cl₂ / 2 h / Ambient temperature

3: 20 percent / BOP-Cl, NMM, DMAP / CH₂Cl₂ / 72 h / Ambient temperature

With 4-methyl-morpholine; dmap; ethandithiol; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; trifluoroacetic acid; zinc; phenol; In dichloromethane; acetic acid;
DOI:10.1021/jo961696a