Technology Process of Pyrrolo[3,2-e]indole,
1,2,3,6-tetrahydro-1,8-bis[(methoxymethoxy)methyl]-6-[(4-methylphenyl)
sulfonyl]-5-(phenylmethoxy)-3-(phenylmethyl)-
There total 16 articles about Pyrrolo[3,2-e]indole,
1,2,3,6-tetrahydro-1,8-bis[(methoxymethoxy)methyl]-6-[(4-methylphenyl)
sulfonyl]-5-(phenylmethoxy)-3-(phenylmethyl)- which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
di-tert-butylbiphenylphosphine; caesium carbonate;
tris-(dibenzylideneacetone)dipalladium(0);
In
1,4-dioxane;
for 40h;
DOI:10.1021/jo062064j
- Guidance literature:
-
Multi-step reaction with 8 steps
1: CH2Cl2 / 24 h / 9308660 Torr
2: 0.860 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH2Cl2 / 0.5 h
3: 98 percent / sodium hydride / tetrahydrofuran / 0.67 h / 0 - 20 °C
4: osmium tetroxide; 2,6-lutidine; N-methylmorpholine N-oxide / tetrahydrofuran; H2O
5: sodium periodate on silica gel / CH2Cl2 / 2.5 h
6: 0.790 g / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.33 h
7: 70 percent / sodium cyanoborohydride / methanol / 3 h / 20 °C
8: 82 percent / di-tert-butylbiphenylphosphine; Cs2CO3 / tris(dibenzylideneacetone)dipalladium(0) / dioxane / 40 h
With
2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; di-tert-butylbiphenylphosphine; sodium hydride; sodium cyanoborohydride; caesium carbonate; methanesulfonyl chloride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine;
tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
1: Diels-Alder reaction / 8: Buchwald-Hartwig amidation;
DOI:10.1021/jo062064j
- Guidance literature:
-
Multi-step reaction with 11 steps
1: sodium borohydride; nickel(II) chloride hexahydrate / tetrahydrofuran; methanol
2: 84 percent / pyridine / CH2Cl2 / 4 h / 20 °C
3: 96 percent / sodium periodate on silica gel / CH2Cl2 / 4 h
4: CH2Cl2 / 24 h / 9308660 Torr
5: 0.860 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH2Cl2 / 0.5 h
6: 98 percent / sodium hydride / tetrahydrofuran / 0.67 h / 0 - 20 °C
7: osmium tetroxide; 2,6-lutidine; N-methylmorpholine N-oxide / tetrahydrofuran; H2O
8: sodium periodate on silica gel / CH2Cl2 / 2.5 h
9: 0.790 g / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.33 h
10: 70 percent / sodium cyanoborohydride / methanol / 3 h / 20 °C
11: 82 percent / di-tert-butylbiphenylphosphine; Cs2CO3 / tris(dibenzylideneacetone)dipalladium(0) / dioxane / 40 h
With
pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; di-tert-butylbiphenylphosphine; sodium hydride; sodium cyanoborohydride; caesium carbonate; methanesulfonyl chloride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; nickel dichloride;
tris-(dibenzylideneacetone)dipalladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
4: Diels-Alder reaction / 11: Buchwald-Hartwig amidation;
DOI:10.1021/jo062064j