(R)-6-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-3,3-difluoro-1-((R)-toluene-4-sulfinyl)-heptan-2-one

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Chemical Name:(R)-6-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-3,3-difluoro-1-((R)-toluene-4-sulfinyl)-heptan-2-one
CAS No.:219123-72-5
Molecular Formula:C₃₀H₄₈F₂O₃SSi
Molecular Weight:554.858
Hs Code.:

Synonyms:(R)-6-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-3,3-difluoro-1-((R)-toluene-4-sulfinyl)-heptan-2-one

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Chemical Property of (R)-6-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-3,3-difluoro-1-((R)-toluene-4-sulfinyl)-heptan-2-one

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Technology Process of (R)-6-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-3,3-difluoro-1-((R)-toluene-4-sulfinyl)-heptan-2-one

There total 8 articles about (R)-6-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-3,3-difluoro-1-((R)-toluene-4-sulfinyl)-heptan-2-one 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: 90.0%

: 1519-39-7
(R)-methyl p-tolyl sulfoxide

: 219123-69-0
(R)-5-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-2,2-difluoro-hexanoic acid methyl ester

: 219123-72-5
(R)-6-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-3,3-difluoro-1-((R)-toluene-4-sulfinyl)-heptan-2-one

Guidance literature:: With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; 1.) -78 deg C, 15 min, 2.) room temp., 1.5 h;
DOI:10.1016/S0040-4020(98)00949-1

Reference yield:

: 50-14-6
Calciferol

: 219123-72-5
(R)-6-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-3,3-difluoro-1-((R)-toluene-4-sulfinyl)-heptan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) ozone, NaHCO₃, 2.) NaBH₄ / 1.) CH₂Cl₂, MeOH, -78 deg C, 100 min, 2.) CH₂Cl₂, MeOH, -78 deg C, 30 min

2: 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

3: 93 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 89 percent / dimethylsulfoxide / 1 h / 90 °C

5: 81 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / 0 °C

6: 90 percent / diisopropylamine, n-butyllithium / tetrahydrofuran; hexane / 1.) -40 deg C, 10 min, 2.) 0 deg C, 30 min

7: 63 percent / pyridinium p-toluenesulfonate / CH₂Cl₂; methanol / 1.5 h / Ambient temperature

8: 80 percent / morpholinosulfur trifluoride / CH₂Cl₂ / Ambient temperature

9: 90 percent / diisopropylamine, n-butyllithium / tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) room temp., 1.5 h

With 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; n-butyllithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; diisopropylamine; morpholinosulfur trifluoride; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4020(98)00949-1

Reference yield:

: 66774-80-9,111924-49-3
(S)-2-((3R,3aR,7S,7aR)-octahydro-7-hydroxy-3a-methyl-1H-inden-3-yl)propyl 4-methylbenzenesulfonate

: 219123-72-5
(R)-6-[(1R,3aR,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-3,3-difluoro-1-((R)-toluene-4-sulfinyl)-heptan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 89 percent / dimethylsulfoxide / 1 h / 90 °C

3: 81 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / 0 °C

4: 90 percent / diisopropylamine, n-butyllithium / tetrahydrofuran; hexane / 1.) -40 deg C, 10 min, 2.) 0 deg C, 30 min

5: 63 percent / pyridinium p-toluenesulfonate / CH₂Cl₂; methanol / 1.5 h / Ambient temperature

6: 80 percent / morpholinosulfur trifluoride / CH₂Cl₂ / Ambient temperature

7: 90 percent / diisopropylamine, n-butyllithium / tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) room temp., 1.5 h

With 2,6-dimethylpyridine; n-butyllithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; diisopropylamine; morpholinosulfur trifluoride; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4020(98)00949-1