(2S,3aR,7aS)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-isopropoxyhexahydrobenzofuran-4-one

Base Information

Chemical Name:(2S,3aR,7aS)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-isopropoxyhexahydrobenzofuran-4-one
CAS No.:1239352-86-3
Molecular Formula:C₃₁H₄₂O₄Si
Molecular Weight:506.758
Hs Code.:

Synonyms:(2S,3aR,7aS)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-isopropoxyhexahydrobenzofuran-4-one

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Chemical Property of (2S,3aR,7aS)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-isopropoxyhexahydrobenzofuran-4-one

Chemical Property:

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Technology Process of (2S,3aR,7aS)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-isopropoxyhexahydrobenzofuran-4-one

There total 1 articles about (2S,3aR,7aS)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-isopropoxyhexahydrobenzofuran-4-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:

: 4447-60-3
Triisopropoxymethan

: 1239352-78-3
(2S,3aS,7aR)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-hydroxyhexahydrobenzofuran-4-one

: 1239352-86-3
(2S,3aR,7aS)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-isopropoxyhexahydrobenzofuran-4-one

: 1239352-91-0
(2S,3aS,7aR)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-isopropoxyhexahydrobenzofuran-4-one

Guidance literature:: With cerium triflate; In isopropyl alcohol; toluene; at 20 - 70 ℃; for 4.5h; optical yield given as %de;
DOI:10.1016/j.tetlet.2010.05.010

Reference yield: 80.0%

: 1239352-86-3
(2S,3aR,7aS)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-isopropoxyhexahydrobenzofuran-4-one

: 1309193-83-6
(2S,3aR,4S,7aS)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-isopropoxyoctahydrobenzofuran-4-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1.5h; stereoselective reaction;
DOI:10.1021/jo200418y

Reference yield:

: 1239352-86-3
(2S,3aR,7aS)-3a-allyl-2-(tert-butyldiphenylsilanyloxymethyl)-7a-isopropoxyhexahydrobenzofuran-4-one

: C₃₃H₄₈O₅Si

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -78 °C

2: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / Reflux

With dmap; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;
DOI:10.1021/jo200418y