(3S,3aS,5S,6aR,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,6a,7,8,9,10,10a,11,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate

Base Information

Chemical Name:(3S,3aS,5S,6aR,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,6a,7,8,9,10,10a,11,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate
CAS No.:1311174-88-5
Molecular Formula:C₄₁H₅₆O₇Si
Molecular Weight:688.977
Hs Code.:

(3S,3aS,5S,6aR,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,6a,7,8,9,10,10a,11,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate

Synonyms:(3S,3aS,5S,6aR,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,6a,7,8,9,10,10a,11,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate

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Chemical Property of (3S,3aS,5S,6aR,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,6a,7,8,9,10,10a,11,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate

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Technology Process of (3S,3aS,5S,6aR,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,6a,7,8,9,10,10a,11,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate

There total 14 articles about (3S,3aS,5S,6aR,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,6a,7,8,9,10,10a,11,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate 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: 32.0%

: 1311174-85-2
(3S,3aS,5S,7aR)-7-{2-[(1S,3S)-3-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)-2-methylenecyclohexyl]ethyl}-3-(methoxymethoxy)-3a-methyl-6-(trifluoromethylsulfonyloxy)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl acetate

: 1311174-88-5
(3S,3aS,5S,6aR,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,6a,7,8,9,10,10a,11,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate

: 1311174-87-4
(3S,3aS,5S,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,7,8,9,10,10a,11,12,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrabutylammomium bromide; cesium acetate; 1,4-di(diphenylphosphino)-butane; In N,N-dimethyl-formamide; at 20 - 70 ℃; for 3.5h; Inert atmosphere;
DOI:10.1021/ol201327u

Reference yield:

: 1311174-83-0
(1S,3aS,4R,7aS)-4-{2-[(1S,3S)-3-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)-2-methylenecyclohexyl]ethyl}-6-hydroxy-1-(methoxymethoxy)-7a-methylhexahydro-1H-inden-5(6H)-one

: 1311174-88-5
(3S,3aS,5S,6aR,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,6a,7,8,9,10,10a,11,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate

: 1311174-87-4
(3S,3aS,5S,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,7,8,9,10,10a,11,12,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate

Guidance literature:: Multi-step reaction with 6 steps

1: copper diacetate / methanol / 18 h / 20 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 0 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

4: diisobutylaluminium hydride / hexane; dichloromethane / 1.5 h / -78 °C / Inert atmosphere

5: pyridine; dmap / dichloromethane / 12 h / 0 °C / Inert atmosphere

6: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrabutylammomium bromide; potassium acetate; 1,4-di(diphenylphosphino)-butane / N,N-dimethyl-formamide / 3.5 h / 20 - 70 °C / Inert atmosphere

With pyridine; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrabutylammomium bromide; potassium acetate; copper diacetate; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; 1,4-di(diphenylphosphino)-butane; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 6: Heck reaction;
DOI:10.1021/ol201327u

Reference yield:

: C₃₉H₅₄O₇Si

: 1311174-88-5
(3S,3aS,5S,6aR,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,6a,7,8,9,10,10a,11,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate

: 1311174-87-4
(3S,3aS,5S,7S,10aS,12bS)-7-[(tert-butyldiphenylsilyl)oxy]-3,10a-bis(methoxymethoxy)-3a-methyl-1,2,3,3a,4,5,7,8,9,10,10a,11,12,12b-tetradecahydrobenzo[4,5]cyclohepta[1,2-e]inden-5-yl acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 0 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

3: diisobutylaluminium hydride / hexane; dichloromethane / 1.5 h / -78 °C / Inert atmosphere

4: pyridine; dmap / dichloromethane / 12 h / 0 °C / Inert atmosphere

5: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrabutylammomium bromide; potassium acetate; 1,4-di(diphenylphosphino)-butane / N,N-dimethyl-formamide / 3.5 h / 20 - 70 °C / Inert atmosphere

With pyridine; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrabutylammomium bromide; potassium acetate; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; 1,4-di(diphenylphosphino)-butane; In hexane; dichloromethane; N,N-dimethyl-formamide; 5: Heck reaction;
DOI:10.1021/ol201327u