Technology Process of (1R,2R,3S,6R,7R,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine
There total 8 articles about (1R,2R,3S,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:
-
(1R,2S,5S,6R,7R,7aR)-6,7-dibenzyloxy-5-tert-butyldiphenylsilyloxymethyl-1,2-dihydroxypyrrolizidin-3-one;
With
dimethylsulfide borane complex;
In
tetrahydrofuran;
at 20 ℃;
for 5h;
In
methanol;
for 12h;
DOI:10.1080/07328300600735181
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 25 percent / K2CO3 / acetone / 6 h / 20 °C
2.1: molecular sieves 4 Angstroem; N-oxide-N-methylmorpholine; tetra-n-propylammonium perruthenate / CH2Cl2 / 1 h / 20 °C
3.1: 93 percent / CH2Cl2 / 48 h / 20 °C
4.1: 22.3 percent / NMO; aq. OsO4 / acetone / 48 h / 20 °C
5.1: H2 / Pd/C / 1,2-dimethoxy-ethane / 2 h / 20 °C
6.1: 200 mg / MeONa / methanol / 3 h / Heating
7.1: H3B*SMe2 / tetrahydrofuran / 5 h / 20 °C
7.2: 84 percent / methanol / 12 h
With
osmium(VIII) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; dimethylsulfide borane complex; 4 A molecular sieve; hydrogen; sodium methylate; potassium carbonate; 4-methylmorpholine N-oxide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; acetone;
DOI:10.1080/07328300600735181
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 22.3 percent / NMO; aq. OsO4 / acetone / 48 h / 20 °C
2.1: H2 / Pd/C / 1,2-dimethoxy-ethane / 2 h / 20 °C
3.1: 200 mg / MeONa / methanol / 3 h / Heating
4.1: H3B*SMe2 / tetrahydrofuran / 5 h / 20 °C
4.2: 84 percent / methanol / 12 h
With
osmium(VIII) oxide; N-methyl-2-indolinone; dimethylsulfide borane complex; hydrogen; sodium methylate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; acetone;
DOI:10.1080/07328300600735181
