(2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyltetrahydrofuran

Base Information

Chemical Name:(2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyltetrahydrofuran
CAS No.:1065271-52-4
Molecular Formula:C₃₈H₄₆O₄Si₂
Molecular Weight:622.952
Hs Code.:

Synonyms:(2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyltetrahydrofuran

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Chemical Property of (2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyltetrahydrofuran

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Technology Process of (2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyltetrahydrofuran

There total 1 articles about (2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyltetrahydrofuran 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: 86.0%

: 1065271-51-3
(2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-vinyltetrahydrofuran

: 1065271-52-4
(2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyltetrahydrofuran

Guidance literature:: (2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-vinyltetrahydrofuran; With osmium(VIII) oxide; N-methyl-2-indolinone; In water; acetone; at 20 ℃; for 2h;

With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 0.25h; Further stages.;
DOI:10.1021/jo801338t

Reference yield: 81.0%

: 1065271-63-7
5-((E)-but-2'-ene-1'-sulfonyl)-1-phenyl-1H-tetrazole

: 1065271-52-4
(2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyltetrahydrofuran

: (3'E,2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-(penta-1',3'-dienyl)tetrahydrofuran

Guidance literature:: 5-((E)-but-2'-ene-1'-sulfonyl)-1-phenyl-1H-tetrazole; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;

(2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyltetrahydrofuran; In tetrahydrofuran; toluene; at -78 ℃; for 1h;

With iodine; In chloroform; for 1h; Further stages.; Heating;
DOI:10.1021/jo801338t

Reference yield: 40.0%

: 1065271-52-4
(2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyltetrahydrofuran

: 26327-86-6
diethyl (E)-crotylphosphonate

: 1065271-66-0
(2S)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyl-2,5-dihydrofuran

: (3'E,2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-(penta-1',3'-dienyl)tetrahydrofuran

Guidance literature:: diethyl (E)-crotylphosphonate; With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; at -78 - -20 ℃;

(2S,3R,4S)-3-(tert-butyldiphenylsilanyloxy)-2-(tert-butyldiphenylsilanyloxymethyl)-4-formyltetrahydrofuran; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Further stages.;
DOI:10.1021/jo801338t