Technology Process of ((1R,2S,4aR,4bS,6aS,11aS,11bR,13aR)-9-Allyloxy-1-benzyloxymethyl-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-yloxy)-tert-butyl-dimethyl-silane
There total 1 articles about ((1R,2S,4aR,4bS,6aS,11aS,11bR,13aR)-9-Allyloxy-1-benzyloxymethyl-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-yloxy)-tert-butyl-dimethyl-silane which
guide to synthetic route it.
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synthetic route:
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259177-47-4
(1R,2S,4aR,4bS,6aS,11aS,11bR,13aR)-9-Allyloxy-1-benzyloxymethyl-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-ol
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259183-97-6
((1R,2S,4aR,4bS,6aS,11aS,11bR,13aR)-9-Allyloxy-1-benzyloxymethyl-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-yloxy)-tert-butyl-dimethyl-silane
- Guidance literature:
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With
lutidine;
DOI:10.1021/ja9934091
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259183-97-6
((1R,2S,4aR,4bS,6aS,11aS,11bR,13aR)-9-Allyloxy-1-benzyloxymethyl-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-yloxy)-tert-butyl-dimethyl-silane
- Guidance literature:
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Multi-step reaction with 13 steps
1.1: Pd(PPh3)4,; pyrrolidine
2.1: Cs2CO3
3.1: Pd(dppp),; (n-Bu)3N,; HCO2H
4.1: H2 / Pd/C
5.1: 'Dess-Martin reagent
6.1: tert-butyllithium
6.2: -78 °C
7.1: n-BuLi
8.1: AIBN,; (n-Bu)3SnH / 80 °C
9.1: (n-Bu)4NF
10.1: DMAP
11.1: (NH4)2Ce(NO3)6
12.1: SO3*pyridine / 14 h / 23 °C
13.1: aq. NaOH / methanol / 10 h / 60 °C
With
pyrrolidine; dmap; sodium hydroxide; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; formic acid; ammonium cerium(IV) nitrate; pyridine-SO3 complex; tributyl-amine; 2,2'-azobis(isobutyronitrile); Pd(dppp); tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; tri-n-butyl-tin hydride; caesium carbonate; Dess-Martin periodane;
palladium on activated charcoal;
In
methanol;
1.1: deallylation / 2.1: triflation / 3.1: Reduction / 4.1: Hydrogenolysis / 5.1: Oxidation / 6.1: Metallation / 6.2: Addition / 7.1: Metallation / 7.2: Addition / 7.3: Methylation / 8.1: Reduction / 9.1: desilylation / 10.1: Acetylation / 11.1: demethylation / 12.1: sulfation / 13.1: deacetylation;
DOI:10.1021/ja9934091
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259183-97-6
((1R,2S,4aR,4bS,6aS,11aS,11bR,13aR)-9-Allyloxy-1-benzyloxymethyl-7,10-dimethoxy-1,4a,6a,11b-tetramethyl-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-yloxy)-tert-butyl-dimethyl-silane
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259177-54-3
(1S,2S,4aR,4bS,6aS,11aS,11bR,13aR)-7,10-Dimethoxy-1,4a,6a,11b-tetramethyl-1-[2-((S)-2,6,6-trimethyl-cyclohex-2-enyl)-ethyl]-2,3,4,4a,4b,5,6,6a,11,11a,11b,12,13,13a-tetradecahydro-1H-indeno[2,1-a]phenanthren-2-ol
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: Pd(PPh3)4,; pyrrolidine
2.1: Cs2CO3
3.1: Pd(dppp),; (n-Bu)3N,; HCO2H
4.1: H2 / Pd/C
5.1: 'Dess-Martin reagent
6.1: tert-butyllithium
6.2: -78 °C
7.1: n-BuLi
8.1: AIBN,; (n-Bu)3SnH / 80 °C
9.1: (n-Bu)4NF
With
pyrrolidine; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; formic acid; tributyl-amine; 2,2'-azobis(isobutyronitrile); Pd(dppp); tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; tri-n-butyl-tin hydride; caesium carbonate; Dess-Martin periodane;
palladium on activated charcoal;
1.1: deallylation / 2.1: triflation / 3.1: Reduction / 4.1: Hydrogenolysis / 5.1: Oxidation / 6.1: Metallation / 6.2: Addition / 7.1: Metallation / 7.2: Addition / 7.3: Methylation / 8.1: Reduction / 9.1: desilylation;
DOI:10.1021/ja9934091