Technology Process of ethyl (1S,2S)-1-<<(benzyloxy)carbonyl>amino>-2-<(tert-butyldimethylsilyl)oxy>-6-methoxy-7-methyl-2,3,5,8-tetrahydro-5,8-dioxo-1H-pyrrolo<1,2-a>indole-9-carboxylate
There total 10 articles about ethyl (1S,2S)-1-<<(benzyloxy)carbonyl>amino>-2-<(tert-butyldimethylsilyl)oxy>-6-methoxy-7-methyl-2,3,5,8-tetrahydro-5,8-dioxo-1H-pyrrolo<1,2-a>indole-9-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 62 percent / m-chloroperbenzoic acid / CH2Cl2 / 82 h
2: 91 percent / sodium azide, ammonium chloride / methanol / 2 h / Heating
3: 82 percent / imidazole / dimethylformamide / 70 h / Ambient temperature
4: 100 percent / LiOH / dioxane / 4 h / Ambient temperature
5: tetrahydrofuran / 18 h
6: 1.) isopropyl magnesium bromide / 1.) a) THF, 0 deg C, 10 min, b) RT, 75 min, c) 40 deg C, 15 min, 2.) THF, RT, 21 h
7: 48 percent / H2 / PtO2 / ethanol / 12 h
8: SiO2 / CHCl3 / 28 h
9: cupric bromide, potassium carbonate / acetonitrile / 16 h / 50 °C
With
1H-imidazole; lithium hydroxide; sodium azide; ammonium chloride; hydrogen; isopropylmagnesium bromide; silica gel; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; copper(ll) bromide;
platinum(IV) oxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00223a019
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 82 percent / imidazole / dimethylformamide / 70 h / Ambient temperature
2: 100 percent / LiOH / dioxane / 4 h / Ambient temperature
3: tetrahydrofuran / 18 h
4: 1.) isopropyl magnesium bromide / 1.) a) THF, 0 deg C, 10 min, b) RT, 75 min, c) 40 deg C, 15 min, 2.) THF, RT, 21 h
5: 48 percent / H2 / PtO2 / ethanol / 12 h
6: SiO2 / CHCl3 / 28 h
7: cupric bromide, potassium carbonate / acetonitrile / 16 h / 50 °C
With
1H-imidazole; lithium hydroxide; hydrogen; isopropylmagnesium bromide; silica gel; potassium carbonate; copper(ll) bromide;
platinum(IV) oxide;
In
tetrahydrofuran; 1,4-dioxane; ethanol; chloroform; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00223a019
- Guidance literature:
-
Multi-step reaction with 5 steps
1: tetrahydrofuran / 18 h
2: 1.) isopropyl magnesium bromide / 1.) a) THF, 0 deg C, 10 min, b) RT, 75 min, c) 40 deg C, 15 min, 2.) THF, RT, 21 h
3: 48 percent / H2 / PtO2 / ethanol / 12 h
4: SiO2 / CHCl3 / 28 h
5: cupric bromide, potassium carbonate / acetonitrile / 16 h / 50 °C
With
hydrogen; isopropylmagnesium bromide; silica gel; potassium carbonate; copper(ll) bromide;
platinum(IV) oxide;
In
tetrahydrofuran; ethanol; chloroform; acetonitrile;
DOI:10.1021/jo00223a019
