(1R,4aS,8R,8aR)-1,2,3,4,4a,7,8,8a-octahydro-4a-(2-(tert-butyldiphenylsiloxy)ethyl)-1-(phenylsulfonyl)-8-(phenylthio)naphthalen-2-yl methanesulfonate

Base Information

Chemical Name:(1R,4aS,8R,8aR)-1,2,3,4,4a,7,8,8a-octahydro-4a-(2-(tert-butyldiphenylsiloxy)ethyl)-1-(phenylsulfonyl)-8-(phenylthio)naphthalen-2-yl methanesulfonate
CAS No.:1252021-83-2
Molecular Formula:C₄₁H₄₈O₆S₃Si
Molecular Weight:761.112
Hs Code.:

(1R,4aS,8R,8aR)-1,2,3,4,4a,7,8,8a-octahydro-4a-(2-(tert-butyldiphenylsiloxy)ethyl)-1-(phenylsulfonyl)-8-(phenylthio)naphthalen-2-yl methanesulfonate

Synonyms:(1R,4aS,8R,8aR)-1,2,3,4,4a,7,8,8a-octahydro-4a-(2-(tert-butyldiphenylsiloxy)ethyl)-1-(phenylsulfonyl)-8-(phenylthio)naphthalen-2-yl methanesulfonate

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Chemical Property of (1R,4aS,8R,8aR)-1,2,3,4,4a,7,8,8a-octahydro-4a-(2-(tert-butyldiphenylsiloxy)ethyl)-1-(phenylsulfonyl)-8-(phenylthio)naphthalen-2-yl methanesulfonate

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Technology Process of (1R,4aS,8R,8aR)-1,2,3,4,4a,7,8,8a-octahydro-4a-(2-(tert-butyldiphenylsiloxy)ethyl)-1-(phenylsulfonyl)-8-(phenylthio)naphthalen-2-yl methanesulfonate

There total 2 articles about (1R,4aS,8R,8aR)-1,2,3,4,4a,7,8,8a-octahydro-4a-(2-(tert-butyldiphenylsiloxy)ethyl)-1-(phenylsulfonyl)-8-(phenylthio)naphthalen-2-yl methanesulfonate 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: 98.0%

: 1252021-82-1
(1R,4aS,8R,8aR)-1,2,3,4,4a,7,8,8a-octahydro-4a-(2-(tert-butyldiphenylsiloxy)ethyl)-1-(phenylsulfonyl)-8-(phenylthio)naphthalen-2-ol

: 124-63-0
methanesulfonyl chloride

: 1252021-83-2
(1R,4aS,8R,8aR)-1,2,3,4,4a,7,8,8a-octahydro-4a-(2-(tert-butyldiphenylsiloxy)ethyl)-1-(phenylsulfonyl)-8-(phenylthio)naphthalen-2-yl methanesulfonate

Guidance literature:: With triethylamine; In 1,2-dichloro-ethane; at 50 ℃;
DOI:10.1016/j.tetlet.2010.07.088

Reference yield:

: 1252021-69-4
(1S,5S,6S,7R)-1-(2-(tert-butyldiphenylsilyloxy)ethyl)-7-phenylsulfonyltricyclo[4.4.0.05,7]dec-2-ene-8-one

: 1252021-83-2
(1R,4aS,8R,8aR)-1,2,3,4,4a,7,8,8a-octahydro-4a-(2-(tert-butyldiphenylsiloxy)ethyl)-1-(phenylsulfonyl)-8-(phenylthio)naphthalen-2-yl methanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / 0 °C / Inert atmosphere

1.2: 9 h / 0 °C / Inert atmosphere; Reflux

2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 0.5 h / 0 °C / Inert atmosphere

2.2: Saturated solution; Inert atmosphere

3.1: triethylamine / 1,2-dichloro-ethane / 17 h / 50 °C / Inert atmosphere

With sodium tetrahydroborate; n-butyllithium; triethylamine; In tetrahydrofuran; methanol; hexane; 1,2-dichloro-ethane;
DOI:10.1016/j.tet.2010.10.076