Technology Process of (2S,3aS,7aR)-1-benzyl 2-methyl 6-oxo-3,3a,7,7a-tetrahydro-1H-indole-1,2(2H,6H)-dicarboxylate
There total 1 articles about (2S,3aS,7aR)-1-benzyl 2-methyl 6-oxo-3,3a,7,7a-tetrahydro-1H-indole-1,2(2H,6H)-dicarboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
1,8-diazabicyclo[5.4.0]undec-7-ene;
In
dichloromethane;
at 20 ℃;
for 0.75h;
DOI:10.1002/anie.201207307
- Guidance literature:
-
(2S,3aS,7aR)-1-benzyl 2-methyl 6-oxo-3,3a,7,7a-tetrahydro-1H-indole-1,2(2H,6H)-dicarboxylate;
With
dihydrogen peroxide;
In
methanol; water;
at 0 ℃;
for 0.0833333h;
With
sodium hydroxide;
In
methanol; water;
at 0 ℃;
for 0.25h;
DOI:10.1002/anie.201207307
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: dihydrogen peroxide / methanol; water / 0.08 h / 0 °C
1.2: 0.25 h / 0 °C
2.1: hydrazine hydrate; acetic acid / dichloromethane / 11 h / 0 - 20 °C
3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 0 °C
4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 20 °C / Inert atmosphere
5.1: 3,3-dimethyldioxirane / dichloromethane; acetone / 0.5 h / -78 °C
6.1: silica gel / dichloromethane
With
dihydrogen peroxide; 3,3-dimethyldioxirane; silica gel; sodium hydrogencarbonate; Dess-Martin periodane; hydrazine hydrate; acetic acid; N-ethyl-N,N-diisopropylamine;
In
methanol; dichloromethane; water; acetone;
2.1: |Wharton Fragmentation / 3.1: |Dess-Martin Oxidation / 6.1: |Wharton Fragmentation;
DOI:10.1002/anie.201207307