(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

Base Information

Chemical Name:(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
CAS No.:1329120-36-6
Molecular Formula:C₃₂H₄₅NO₁₀SSi
Molecular Weight:663.862
Hs Code.:

(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

Synonyms:(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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Chemical Property of (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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Technology Process of (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

There total 9 articles about (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 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:

Reference yield: 87.0%

: 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

: 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

Guidance literature:: With manganese(IV) oxide; In dichloromethane; for 48h;
DOI:10.1016/j.bmcl.2011.06.068

Reference yield: 61.0%

: 1329120-34-4
C₃₂H₄₃NO₈SSi

: 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

: 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:: 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

Reference yield:

: 1329120-32-2
C₂₆H₂₉NO₈S

: 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

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 0 °C

2: silica gel / quinoline / 120 °C

3: ozone; solvent red 19 / methanol / -80 °C

4: sodium tetrahydroborate / -80 - 20 °C

5: manganese(IV) oxide / dichloromethane / 48 h

With manganese(IV) oxide; sodium tetrahydroborate; silica gel; ozone; triethylamine; solvent red 19; In quinoline; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.06.068