methyl 3-(6-benzyl-5,13-dioxo-5,6,7,13-tetrahydro-6,8,13a-triazabenzo[3,4]cyclohepta[1,2-b]naphthalen-7-yl)propanoate

Base Information

Chemical Name:methyl 3-(6-benzyl-5,13-dioxo-5,6,7,13-tetrahydro-6,8,13a-triazabenzo[3,4]cyclohepta[1,2-b]naphthalen-7-yl)propanoate
CAS No.:1620751-46-3
Molecular Formula:C₂₇H₂₃N₃O₄
Molecular Weight:453.497
Hs Code.:

Synonyms:methyl 3-(6-benzyl-5,13-dioxo-5,6,7,13-tetrahydro-6,8,13a-triazabenzo[3,4]cyclohepta[1,2-b]naphthalen-7-yl)propanoate

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Chemical Property of methyl 3-(6-benzyl-5,13-dioxo-5,6,7,13-tetrahydro-6,8,13a-triazabenzo[3,4]cyclohepta[1,2-b]naphthalen-7-yl)propanoate

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Technology Process of methyl 3-(6-benzyl-5,13-dioxo-5,6,7,13-tetrahydro-6,8,13a-triazabenzo[3,4]cyclohepta[1,2-b]naphthalen-7-yl)propanoate

There total 8 articles about methyl 3-(6-benzyl-5,13-dioxo-5,6,7,13-tetrahydro-6,8,13a-triazabenzo[3,4]cyclohepta[1,2-b]naphthalen-7-yl)propanoate 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: 66.0%

: 610-94-6
2-bromobenzoic acid methyl ester

: 1620751-45-2
methyl (S)-3-(2-amino-4-benzyl-5-oxo-4,5-dihydro-3H-1,4-benzodiazepin-3-yl)propanoate

: 1620751-46-3
methyl 3-(6-benzyl-5,13-dioxo-5,6,7,13-tetrahydro-6,8,13a-triazabenzo[3,4]cyclohepta[1,2-b]naphthalen-7-yl)propanoate

Guidance literature:: With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 110 ℃; for 12h; Inert atmosphere;
DOI:10.1055/s-0033-1338558

Reference yield: 57.0%

: 1620751-43-0
methyl (S)-3-(4-benzyl-2,5-dioxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-3-yl)propanoate

: 610-14-0
2-nitrobenzyl chloride

: 1620751-46-3
methyl 3-(6-benzyl-5,13-dioxo-5,6,7,13-tetrahydro-6,8,13a-triazabenzo[3,4]cyclohepta[1,2-b]naphthalen-7-yl)propanoate

Guidance literature:: methyl (S)-3-(4-benzyl-2,5-dioxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-3-yl)propanoate; 2-nitrobenzyl chloride; With dmap; triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

With acetic acid; zinc; In dichloromethane; at -20 - -5 ℃; for 3h;
DOI:10.1055/s-0033-1338558

Reference yield:

: 1620751-42-9
dimethyl (S)-2-(N-benzyl-2-nitrobenzamido)pentanedioate

: 1620751-46-3
methyl 3-(6-benzyl-5,13-dioxo-5,6,7,13-tetrahydro-6,8,13a-triazabenzo[3,4]cyclohepta[1,2-b]naphthalen-7-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: ammonium chloride; zinc / methanol / 0.17 h / 20 °C

2.1: zinc; toluene-4-sulfonic acid / 16 h / Reflux

3.1: triethylamine; dmap / dichloromethane / 0.5 h / 0 °C

3.2: 3 h / -20 - -5 °C

With dmap; ammonium chloride; toluene-4-sulfonic acid; triethylamine; zinc; In methanol; dichloromethane;
DOI:10.1055/s-0033-1338558