2-[(2S)-9-(4-tert-butoxycarbonyloxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-3-oxo-1,2,4,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

Base Information

Chemical Name:2-[(2S)-9-(4-tert-butoxycarbonyloxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-3-oxo-1,2,4,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid
CAS No.:914301-55-6
Molecular Formula:C₂₇H₃₃N₃O₈
Molecular Weight:527.574
Hs Code.:

Synonyms:2-[(2S)-9-(4-tert-butoxycarbonyloxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-3-oxo-1,2,4,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

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Chemical Property of 2-[(2S)-9-(4-tert-butoxycarbonyloxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-3-oxo-1,2,4,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

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Technology Process of 2-[(2S)-9-(4-tert-butoxycarbonyloxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-3-oxo-1,2,4,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

There total 5 articles about 2-[(2S)-9-(4-tert-butoxycarbonyloxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-3-oxo-1,2,4,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid 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: 74.0%

: 914301-54-5
2-[(2S)-9-(4-hydroxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-3-oxo-1,2,4,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

: 24424-99-5
di-tert-butyl dicarbonate

: 914301-55-6
2-[(2S)-9-(4-tert-butoxycarbonyloxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-3-oxo-1,2,4,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

Guidance literature:: With dmap; triethylamine; In tetrahydrofuran; water;
DOI:10.1021/jm051222g

Reference yield:

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

: 914301-55-6
2-[(2S)-9-(4-tert-butoxycarbonyloxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-3-oxo-1,2,4,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 652 mg / cyclohexene; NaClO₂; NaH₂PO₄*H₂O / 2-methyl-propan-2-ol / 2 h / 0 °C

2: 78 percent / BF₃*SMe₂ / CH₂Cl₂ / 20 °C

3: 74 percent / Et₃N; DMAP / tetrahydrofuran; H₂O

With dmap; sodium chlorite; sodium dihydrogenphosphate; boron dimethyl-trifluoro sulphide; triethylamine; cyclohexene; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
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

: 914301-55-6
2-[(2S)-9-(4-tert-butoxycarbonyloxybenzyl)-2-((1S)-1-methylpropyl)-7-nitro-3-oxo-1,2,4,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

Guidance literature:: Multi-step reaction with 4 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

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