(S)-ethyl 4-isopropyl-1-(4-nitrobenzyl)-2,3-dihydro-1H-1,5-benzodiazepine-2-carboxylate

Base Information

Chemical Name:(S)-ethyl 4-isopropyl-1-(4-nitrobenzyl)-2,3-dihydro-1H-1,5-benzodiazepine-2-carboxylate
CAS No.:1632039-18-9
Molecular Formula:C₂₂H₂₅N₃O₄
Molecular Weight:395.458
Hs Code.:

Synonyms:(S)-ethyl 4-isopropyl-1-(4-nitrobenzyl)-2,3-dihydro-1H-1,5-benzodiazepine-2-carboxylate

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Chemical Property of (S)-ethyl 4-isopropyl-1-(4-nitrobenzyl)-2,3-dihydro-1H-1,5-benzodiazepine-2-carboxylate

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Technology Process of (S)-ethyl 4-isopropyl-1-(4-nitrobenzyl)-2,3-dihydro-1H-1,5-benzodiazepine-2-carboxylate

There total 9 articles about (S)-ethyl 4-isopropyl-1-(4-nitrobenzyl)-2,3-dihydro-1H-1,5-benzodiazepine-2-carboxylate 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: 92.0%

: 1632039-16-7
(S,E)-ethyl 4-(2-(tert-butoxycarbonylamino)phenylamino)-5-methylhex-2-enoate

: 555-16-8
4-nitrobenzaldehdye

: 1632039-18-9
(S)-ethyl 4-isopropyl-1-(4-nitrobenzyl)-2,3-dihydro-1H-1,5-benzodiazepine-2-carboxylate

Guidance literature:: (S,E)-ethyl 4-(2-(tert-butoxycarbonylamino)phenylamino)-5-methylhex-2-enoate; With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 0.333333h;

4-nitrobenzaldehdye; In dichloromethane; at 20 ℃; for 0.166667h;
DOI:10.1055/s-0033-1340837

Reference yield:

: 1632038-98-2
(S)-tert-butyl 2-(3-methyl-1-oxobutan-2-ylamino)phenylcarbamate

: 1632039-18-9
(S)-ethyl 4-isopropyl-1-(4-nitrobenzyl)-2,3-dihydro-1H-1,5-benzodiazepine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 5 h / Reflux

2.1: trifluoroacetic acid / dichloromethane / 0.33 h / 0 - 20 °C

2.2: 0.17 h / 20 °C

With trifluoroacetic acid; In dichloromethane; 1.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1055/s-0033-1340837

Reference yield:

: 1632038-96-0
(S)-tert-butyl 2-(1-hydroxy-3-methylbutan-2-ylamino)phenylcarbamate

: 1632039-18-9
(S)-ethyl 4-isopropyl-1-(4-nitrobenzyl)-2,3-dihydro-1H-1,5-benzodiazepine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C

1.2: 1 h / -78 °C

2.1: dichloromethane / 5 h / Reflux

3.1: trifluoroacetic acid / dichloromethane / 0.33 h / 0 - 20 °C

3.2: 0.17 h / 20 °C

With oxalyl dichloride; dimethyl sulfoxide; trifluoroacetic acid; In dichloromethane; 1.1: |Swern Oxidation / 1.2: |Swern Oxidation / 2.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1055/s-0033-1340837