Technology Process of benzyl (1S,2S,3S,5R)-5-(4,5-dibromo-1H-pyrrole-2-carboxamido)-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate
There total 7 articles about benzyl (1S,2S,3S,5R)-5-(4,5-dibromo-1H-pyrrole-2-carboxamido)-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
dichloromethane; water;
at 20 ℃;
for 24h;
DOI:10.1021/ol2023054
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: C19H26N2; sodium hydrogencarbonate; benzoic acid / chloroform / 40 h / 20 °C
2.1: N,O-bis-(trimethylsilyl)-acetamide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 16 h / 20 °C
2.2: 0.83 h / -78 °C
3.1: sodium tetrahydroborate / tetrahydrofuran; water / 0.5 h / -78 °C
4.1: sodium azide; acetic acid / methanol; water / 168 h / 20 °C
5.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / -20 °C
6.1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; water / 24 h / 20 °C
With
dmap; sodium tetrahydroborate; sodium azide; N,O-bis-(trimethylsilyl)-acetamide; nickel(II) chloride hexahydrate; C19H26N2; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzoic acid;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; toluene;
DOI:10.1021/ol2023054
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: C19H26N2; sodium hydrogencarbonate; benzoic acid / chloroform / 40 h / 20 °C
2.1: N,O-bis-(trimethylsilyl)-acetamide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 16 h / 20 °C
2.2: 0.83 h / -78 °C
3.1: sodium tetrahydroborate / tetrahydrofuran; water / 0.5 h / -78 °C
4.1: sodium azide; acetic acid / methanol; water / 168 h / 20 °C
5.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / -20 °C
6.1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; water / 24 h / 20 °C
With
dmap; sodium tetrahydroborate; sodium azide; N,O-bis-(trimethylsilyl)-acetamide; nickel(II) chloride hexahydrate; C19H26N2; sodium hydrogencarbonate; benzotriazol-1-ol; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzoic acid;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; toluene;
DOI:10.1021/ol2023054
