4H-1,4-Benzodiazepine-4-acetic acid, 1,2,3,5-tetrahydro-2-[(4-hydroxyphenyl)methyl]-7-nitro-3-oxo-, (2S)-

Base Information

Chemical Name:4H-1,4-Benzodiazepine-4-acetic acid, 1,2,3,5-tetrahydro-2-[(4-hydroxyphenyl)methyl]-7-nitro-3-oxo-, (2S)-
CAS No.:669772-22-9
Molecular Formula:C18H17N3O6
Molecular Weight:371.349
Hs Code.:

Synonyms:

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Chemical Property of 4H-1,4-Benzodiazepine-4-acetic acid, 1,2,3,5-tetrahydro-2-[(4-hydroxyphenyl)methyl]-7-nitro-3-oxo-, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 4H-1,4-Benzodiazepine-4-acetic acid, 1,2,3,5-tetrahydro-2-[(4-hydroxyphenyl)methyl]-7-nitro-3-oxo-, (2S)-

There total 7 articles about 4H-1,4-Benzodiazepine-4-acetic acid, 1,2,3,5-tetrahydro-2-[(4-hydroxyphenyl)methyl]-7-nitro-3-oxo-, (2S)- 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:

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

: 669772-22-9
[(2S)-2-(4-hydroxybenzyl)-7-nitro-3-oxo-1,2,3,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; cyclohexene; In tetrahydrofuran; tert-butyl alcohol; at 0 ℃; for 0.75h;
DOI:10.1021/jm030921v

Reference yield:

: 27996-87-8
2-fluoro-5-nitrobenzaldehye

: 669772-22-9
[(2S)-2-(4-hydroxybenzyl)-7-nitro-3-oxo-1,2,3,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: AcOH / methanol

1.2: 72 percent / NaCNBH₃ / methanol

2.1: 90 percent / HATU; DIEA / CH₂Cl₂

3.1: 3.98 g / DBU / tetrahydrofuran / 2 h

4.1: 2.55 g / Et₃N / dimethylsulfoxide; H₂O / 72 h / 20 °C

5.1: TFA / CH₂Cl₂

6.1: 249 mg / NaClO₂; aq. NaH₂PO₄; cyclohexene / 2-methyl-propan-2-ol; tetrahydrofuran / 0.75 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; cyclohexene; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1021/jm030921v

Reference yield:

: 71989-38-3,118488-18-9,204384-67-8
Fmoc-Tyr(tBu)-OH

: 669772-22-9
[(2S)-2-(4-hydroxybenzyl)-7-nitro-3-oxo-1,2,3,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / HATU; DIEA / CH₂Cl₂

2: 3.98 g / DBU / tetrahydrofuran / 2 h

3: 2.55 g / Et₃N / dimethylsulfoxide; H₂O / 72 h / 20 °C

4: TFA / CH₂Cl₂

5: 249 mg / NaClO₂; aq. NaH₂PO₄; cyclohexene / 2-methyl-propan-2-ol; tetrahydrofuran / 0.75 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; cyclohexene; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1021/jm030921v