Technology Process of [(2S)-2-(tert-butoxybenzyl)-9-nitro-3-oxo-1,2,3,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid
There total 10 articles about [(2S)-2-(tert-butoxybenzyl)-9-nitro-3-oxo-1,2,3,5-tetrahydrobenzo[1,4]diazepin-4-yl]acetic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium chlorite; sodium dihydrogenphosphate;
In
tert-butyl alcohol;
at 0 ℃;
for 2h;
DOI:10.1021/jm0491492
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 2.46 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 5 h / 20 °C
2: 95 percent / HATU; diisopropylethylamine / CH2Cl2 / 20 °C
3: 95 percent / DBU / tetrahydrofuran / 2 h / 20 °C
4: 82 percent / triethylamine / dimethylsulfoxide / 24 h / 100 °C
5: 89 percent / TBAF / tetrahydrofuran / 1.5 h
6: oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -78 - -30 °C
7: aq. sodium chlorite; NaH2PO4 / 2-methyl-propan-2-ol; various solvent(s) / 2 h / 0 °C
With
sodium chlorite; sodium dihydrogenphosphate; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetonitrile; tert-butyl alcohol;
6: Swern oxidation;
DOI:10.1021/jm0491492
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 95 percent / HATU; diisopropylethylamine / CH2Cl2 / 20 °C
2: 95 percent / DBU / tetrahydrofuran / 2 h / 20 °C
3: 82 percent / triethylamine / dimethylsulfoxide / 24 h / 100 °C
4: 89 percent / TBAF / tetrahydrofuran / 1.5 h
5: oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -78 - -30 °C
6: aq. sodium chlorite; NaH2PO4 / 2-methyl-propan-2-ol; various solvent(s) / 2 h / 0 °C
With
sodium chlorite; sodium dihydrogenphosphate; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; tert-butyl alcohol;
5: Swern oxidation;
DOI:10.1021/jm0491492