Technology Process of (3aR,6S,6aS)-4-benzoyl-6-hydroxyhexahydropyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester
There total 11 articles about (3aR,6S,6aS)-4-benzoyl-6-hydroxyhexahydropyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: 72 percent / silver trifluoroacetate; N-methylmorpholine / tetrahydrofuran / 6 h / 0 - 20 °C
2.1: 67 percent / lithium borohydride / methanol; tetrahydrofuran / 1.25 h
3.1: 3.42 g / triethylamine / CH2Cl2 / 1 h / 0 °C
4.1: sodium azide / dimethylformamide / 1.5 h / 60 °C
5.1: triphenylphosphine / tetrahydrofuran / 7.5 h / 45 °C
6.1: sodium carbonate / dioxane; H2O / 1 h
7.1: meta-chloroperbenzoic acid / CH2Cl2 / 16 h / 20 °C
8.1: hydrogen / Pd/C / ethanol / 0 - 20 °C
8.2: 61 percent / sodium carbonate / dioxane; H2O / 1 h
9.1: HCl / dioxane / 1.08 h / 20 °C
10.1: N-methylmorpholine / dimethylformamide / 1.75 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; lithium borohydride; sodium azide; hydrogen; silver trifluoroacetate; sodium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
1.1: Wolff rearrangement / 6.1: Schotten-Baumann reaction / 8.2: Schotten-Baumann reaction;
DOI:10.1016/j.bmc.2004.10.060
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 3.42 g / triethylamine / CH2Cl2 / 1 h / 0 °C
2.1: sodium azide / dimethylformamide / 1.5 h / 60 °C
3.1: triphenylphosphine / tetrahydrofuran / 7.5 h / 45 °C
4.1: sodium carbonate / dioxane; H2O / 1 h
5.1: meta-chloroperbenzoic acid / CH2Cl2 / 16 h / 20 °C
6.1: hydrogen / Pd/C / ethanol / 0 - 20 °C
6.2: 61 percent / sodium carbonate / dioxane; H2O / 1 h
7.1: HCl / dioxane / 1.08 h / 20 °C
8.1: N-methylmorpholine / dimethylformamide / 1.75 h / 20 °C
With
4-methyl-morpholine; hydrogenchloride; sodium azide; hydrogen; sodium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
4.1: Schotten-Baumann reaction / 6.2: Schotten-Baumann reaction;
DOI:10.1016/j.bmc.2004.10.060