[(1R,2S)-5,5-ethylenedioxy-2-(tert-butyldimethylsilyloxy)cyclohexyl]methyl p-toluensulfonate

Base Information

Chemical Name:[(1R,2S)-5,5-ethylenedioxy-2-(tert-butyldimethylsilyloxy)cyclohexyl]methyl p-toluensulfonate
CAS No.:882494-35-1
Molecular Formula:C₂₂H₃₆O₆SSi
Molecular Weight:456.676
Hs Code.:

Synonyms:[(1R,2S)-5,5-ethylenedioxy-2-(tert-butyldimethylsilyloxy)cyclohexyl]methyl p-toluensulfonate

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Chemical Property of [(1R,2S)-5,5-ethylenedioxy-2-(tert-butyldimethylsilyloxy)cyclohexyl]methyl p-toluensulfonate

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Technology Process of [(1R,2S)-5,5-ethylenedioxy-2-(tert-butyldimethylsilyloxy)cyclohexyl]methyl p-toluensulfonate

There total 4 articles about [(1R,2S)-5,5-ethylenedioxy-2-(tert-butyldimethylsilyloxy)cyclohexyl]methyl p-toluensulfonate 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: 89.0%

: 882494-34-0
[(1R,2S)-5,5-ethylenedioxy-2-(tert-butyldimethylsilyloxy)cyclohexyl]methanol

: 98-59-9
p-toluenesulfonyl chloride

: 882494-35-1
[(1R,2S)-5,5-ethylenedioxy-2-(tert-butyldimethylsilyloxy)cyclohexyl]methyl p-toluensulfonate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/j.tet.2005.12.009

Reference yield:

: 882494-33-9
ethyl (1R,2S)-5,5-ethylenedioxy-2-(tert-butyldimethylsilyloxy)cyclohexanecarboxylate

: 882494-35-1
[(1R,2S)-5,5-ethylenedioxy-2-(tert-butyldimethylsilyloxy)cyclohexyl]methyl p-toluensulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / DIBAL / CH₂Cl₂; toluene / 2 h / -78 °C

2: 89 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

With dmap; diisobutylaluminium hydride; triethylamine; In dichloromethane; toluene;
DOI:10.1016/j.tet.2005.12.009

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 882494-35-1
[(1R,2S)-5,5-ethylenedioxy-2-(tert-butyldimethylsilyloxy)cyclohexyl]methyl p-toluensulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: 9.03 g / 2,6-lutidine / CH₂Cl₂ / 2 h / 20 °C

2: 97 percent / DIBAL / CH₂Cl₂; toluene / 2 h / -78 °C

3: 89 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

With 2,6-dimethylpyridine; dmap; diisobutylaluminium hydride; triethylamine; In dichloromethane; toluene;
DOI:10.1016/j.tet.2005.12.009