(2S)-4-(2-hydroxyethyl)-9-(4-methoxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one

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Chemical Name:(2S)-4-(2-hydroxyethyl)-9-(4-methoxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one
CAS No.:914301-52-3
Molecular Formula:C₂₃H₂₉N₃O₅
Molecular Weight:427.5
Hs Code.:

Synonyms:(2S)-4-(2-hydroxyethyl)-9-(4-methoxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one

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Chemical Property of (2S)-4-(2-hydroxyethyl)-9-(4-methoxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one

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Technology Process of (2S)-4-(2-hydroxyethyl)-9-(4-methoxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one

There total 1 articles about (2S)-4-(2-hydroxyethyl)-9-(4-methoxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one 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: 90.0%

: 914301-51-2
(2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amide

: 914301-52-3
(2S)-4-(2-hydroxyethyl)-9-(4-methoxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one

Guidance literature:: (2S,3S)-2-amino-3-methylpentan-N-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amide; With triethylamine; In dimethyl sulfoxide; at 100 ℃;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1.5h;
DOI:10.1021/jm051222g

Reference yield:

: 914301-52-3
(2S)-4-(2-hydroxyethyl)-9-(4-methoxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one

: [2-sec-butyl-9-(4-methoxy-benzyl)-7-nitro-3-oxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepin-4-yl]-acetaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - -30 ℃;
DOI:10.1021/jm051222g

Reference yield:

: 914301-52-3
(2S)-4-(2-hydroxyethyl)-9-(4-methoxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-1,2,4,5-tetrahydrobenzo[1,4]diazepin-3-one

: [7-amino-9-(4-tert-butoxycarbonyloxy-benzyl)-2-sec-butyl-3-oxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepin-4-yl]-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - -30 °C

2: 652 mg / cyclohexene; NaClO₂; NaH₂PO₄*H₂O / 2-methyl-propan-2-ol / 2 h / 0 °C

3: 78 percent / BF₃*SMe₂ / CH₂Cl₂ / 20 °C

4: 74 percent / Et₃N; DMAP / tetrahydrofuran; H₂O

5: H₂ / Pd/C / methanol; CH₂Cl₂

With dmap; sodium chlorite; sodium dihydrogenphosphate; boron dimethyl-trifluoro sulphide; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; cyclohexene; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol; 1: Swern oxidation;
DOI:10.1021/jm051222g