Technology Process of N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide
There total 7 articles about N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide 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:
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1329120-36-6
(3aS,3bR,10bR,11S,12S,12aS)-12-{[tert-butyl(dimethyl)silyl]oxy}-11-(hydroxymethyl)-6-methoxy-2,2-dimethyl-4-[(4-methylphenyl)sulfonyl]-3,3b,4,5,10b,11,12,12aoctahydrobis[1,3]dioxolo[4,5-c:4',5'-j]phenanthridin-5-ol
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1329120-35-5
N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide
- Guidance literature:
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C32H43NO8SSi;
With
oxygen; ozone; solvent red 19;
In
methanol;
at -80 ℃;
With
sodium tetrahydroborate;
In
methanol;
at -80 - 20 ℃;
Inert atmosphere;
DOI:10.1139/v2012-073
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1329120-35-5
N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: n-butyllithium / toluene / -50 °C
1.2: -50 - 20 °C
1.3: -25 °C
2.1: hydrogen / methanol
3.1: triethylamine / dichloromethane / 0 °C
4.1: silica gel / quinoline / 120 °C
5.1: ozone; solvent red 19 / methanol / -80 °C
6.1: sodium tetrahydroborate / -80 - 20 °C
With
sodium tetrahydroborate; n-butyllithium; hydrogen; silica gel; ozone; triethylamine; solvent red 19;
In
quinoline; methanol; dichloromethane; toluene;
DOI:10.1016/j.bmcl.2011.06.068
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1329120-35-5
N-[(3aS,4R,5R,6S,7S,7aS)-7-{[tert-butyl(dimethyl)silyl]oxy}-6,6'-bis(hydroxymethyl)-7'-methoxy-2,2-dimethyl-3,4,5,6,7,7a-hexahydro-5,5'-bi-1,3-benzodioxol-4-yl]-4-methylbenzenesulfonamide
- Guidance literature:
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Multi-step reaction with 5 steps
1: hydrogen / methanol
2: triethylamine / dichloromethane / 0 °C
3: silica gel / quinoline / 120 °C
4: ozone; solvent red 19 / methanol / -80 °C
5: sodium tetrahydroborate / -80 - 20 °C
With
sodium tetrahydroborate; hydrogen; silica gel; ozone; triethylamine; solvent red 19;
In
quinoline; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.06.068