(2S)-1-O-(tert-butyldiphenylsilyl)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-pentene-1,2-diol

Base Information

Chemical Name:(2S)-1-O-(tert-butyldiphenylsilyl)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-pentene-1,2-diol
CAS No.:294626-17-8
Molecular Formula:C₂₆H₃₆O₄Si
Molecular Weight:440.655
Hs Code.:

Synonyms:(2S)-1-O-(tert-butyldiphenylsilyl)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-pentene-1,2-diol

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Chemical Property of (2S)-1-O-(tert-butyldiphenylsilyl)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-pentene-1,2-diol

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Technology Process of (2S)-1-O-(tert-butyldiphenylsilyl)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-pentene-1,2-diol

There total 5 articles about (2S)-1-O-(tert-butyldiphenylsilyl)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-pentene-1,2-diol 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: 85.0%

: 24850-33-7
allyltributylstanane

: 147107-70-8
1-O-t-butyldiphenylsilyl-3,4-O-isopropylidene-L-erythrulose

: 294626-17-8
(2S)-1-O-(tert-butyldiphenylsilyl)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-pentene-1,2-diol

Guidance literature:: With magnesium bromide; In dichloromethane; at -40 ℃;
DOI:10.1016/S0040-4039(00)00884-4

Reference yield:

: 147107-70-8
1-O-t-butyldiphenylsilyl-3,4-O-isopropylidene-L-erythrulose

: 1730-25-2
allylmagnesium bromide

: (2R)-1-O-(tert-butyldiphenylsilyl)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-pentene-1,2-diol

: 294626-17-8
(2S)-1-O-(tert-butyldiphenylsilyl)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-pentene-1,2-diol

Guidance literature:: In diethyl ether; at -78 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo9716744

Reference yield:

: 2622-05-1
allylmagnesium bromide

: 147107-70-8
1-O-t-butyldiphenylsilyl-3,4-O-isopropylidene-L-erythrulose

: (2R)-1-O-(tert-butyldiphenylsilyl)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-pentene-1,2-diol

: 294626-17-8
(2S)-1-O-(tert-butyldiphenylsilyl)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-pentene-1,2-diol

Guidance literature:: allylmagnesium bromide; With titanium tetrachloride; In diethyl ether; toluene; at 0 ℃;

1-O-t-butyldiphenylsilyl-3,4-O-isopropylidene-L-erythrulose; In diethyl ether; toluene; at 0 - 20 ℃; Title compound not separated from byproducts;
DOI:10.1016/S0957-4166(01)00262-2