(S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

Base Information

Chemical Name:(S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione
CAS No.:792948-35-7
Molecular Formula:C₂₂H₂₀N₂O₃
Molecular Weight:360.412
Hs Code.:

Synonyms:(S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

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Chemical Property of (S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

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Technology Process of (S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

There total 4 articles about (S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione 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:

: 1-(2-amino-3-benzyloxy-4-methyl-benzoyl)-4-vinyl-2,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester

: 792948-35-7
(S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 24h;
DOI:10.1016/j.tet.2004.07.040

Reference yield:

: 792948-20-0
(S)-4-vinyl-2,5-dihydropyrrole-1,2-dicarboxylic acid 2-methyl ester

: 792948-35-7
(S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

Guidance literature:: Multi-step reaction with 4 steps

1: TMSCl; NaI / acetonitrile / 10 h / 20 °C

2: 93 mg / Et₃N / CH₂Cl₂ / 12 h / 0 °C

3: Zn; AcOH / CH₂Cl₂ / 0.33 h / 20 °C

4: 451 mg / aq. HCl / tetrahydrofuran / 24 h / 20 °C

With hydrogenchloride; chloro-trimethyl-silane; acetic acid; triethylamine; sodium iodide; zinc; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2004.07.040

Reference yield:

: 792948-19-7
(2S)-methyl 2-(((benzyloxy)carbonyl)(prop-2-yn-1-yl)amino)-4-(methylsulfinyl)butanoate

: 792948-35-7
(S)-9-benzyloxy-8-methyl-2-vinyl-3,11a-dihydro-10H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-5,11-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 37 percent / xylene / 60 h / 140 °C

2: 76 percent / (PCy₃)2Cl₂Ru=CHPh / CH₂Cl₂ / 24 h / 20 °C

3: TMSCl; NaI / acetonitrile / 10 h / 20 °C

4: 93 mg / Et₃N / CH₂Cl₂ / 12 h / 0 °C

5: Zn; AcOH / CH₂Cl₂ / 0.33 h / 20 °C

6: 451 mg / aq. HCl / tetrahydrofuran / 24 h / 20 °C

With hydrogenchloride; Grubbs catalyst first generation; chloro-trimethyl-silane; acetic acid; triethylamine; sodium iodide; zinc; In tetrahydrofuran; dichloromethane; acetonitrile; xylene;
DOI:10.1016/j.tet.2004.07.040