Technology Process of (1R,2R,5R,6R,7R,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine
There total 7 articles about (1R,2R,5R,6R,7R,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1S,2R,5R,6R,7R,7aR)-6,7-dibenzyloxy-5-tert-butyldiphenylsilyloxymethyl-1,2-dihydroxypyrrolizidin-3-one;
With
dimethylsulfide borane complex;
In
tetrahydrofuran;
at 20 ℃;
for 4h;
With
methanol;
for 3h;
Heating;
DOI:10.1016/j.tet.2005.05.004
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: N-oxide-N-methylmorpholine; tetra-n-propylammonium perruthenate / CH2Cl2 / 1 h / 20 °C
2.1: 4.9 g / CH2Cl2 / 48 h / 20 °C
3.1: 58 percent / N-methylmorpholine; O-(4-chlorobenzoyl)hydroquinine; OsO4 / acetone; H2O / 48 h / 20 °C
4.1: hydrogen / Pd/C / methanol / 3 h / 20 °C
5.1: 1.14 g / MeONa / methanol / 2 h / 20 °C
6.1: H3B*SMe2 / tetrahydrofuran / 4 h / 20 °C
6.2: 89 percent / MeOH / 3 h / Heating
With
4-methyl-morpholine; osmium(VIII) oxide; tetrapropylammonium perruthennate; dimethylsulfide borane complex; hydrogen; sodium methylate; (1R)-((1S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate; 4-methylmorpholine N-oxide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1016/j.tet.2005.05.004
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 4.9 g / CH2Cl2 / 48 h / 20 °C
2.1: 58 percent / N-methylmorpholine; O-(4-chlorobenzoyl)hydroquinine; OsO4 / acetone; H2O / 48 h / 20 °C
3.1: hydrogen / Pd/C / methanol / 3 h / 20 °C
4.1: 1.14 g / MeONa / methanol / 2 h / 20 °C
5.1: H3B*SMe2 / tetrahydrofuran / 4 h / 20 °C
5.2: 89 percent / MeOH / 3 h / Heating
With
4-methyl-morpholine; osmium(VIII) oxide; dimethylsulfide borane complex; hydrogen; sodium methylate; (1R)-((1S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1016/j.tet.2005.05.004
