(1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol

Base Information

Chemical Name:(1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol
CAS No.:1209497-00-6
Molecular Formula:C₂₇H₃₆O₄Si
Molecular Weight:452.666
Hs Code.:

Synonyms:(1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol

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Chemical Property of (1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol

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Technology Process of (1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol

There total 1 articles about (1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol 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: 92.0%

: C₂₆H₃₄O₅Si

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1209497-00-6
(1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1.5h;

C₂₆H₃₄O₅Si; In tetrahydrofuran; hexane; at 20 ℃; for 48h;
DOI:10.1002/ejoc.201100062

Reference yield:

: 1209497-00-6
(1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol

: C₂₅H₃₂O₄Si

Guidance literature:: With Umicore M₂; In dichloromethane; at 20 ℃; for 70h; Inert atmosphere; Darkness;
DOI:10.1002/ejoc.201100062

Reference yield:

: 1209497-00-6
(1R,4'S,5'S)-1-(5'-tert-butyldiphenylsiloxymethyl)-(2',2'-dimethyl-5'-vinyl[1',3']dioxol-4'-yl)prop-2-en-1-ol

: C₂₆H₃₄O₅Si

Guidance literature:: Multi-step reaction with 6 steps

1.1: Umicore M₂ / dichloromethane / 70 h / 20 °C / Inert atmosphere; Darkness

2.1: dipyridinium dichromate / dichloromethane / 72 h / 20 °C / Molecular sieve

3.1: tetrahydrofuran / 0.5 h / -78 °C

3.2: 2 h / 20 °C

4.1: bromine / dichloromethane / 2 h / 20 °C

4.2: 0.33 h / 20 °C

4.3: 16 h / -78 - -30 °C

5.1: potassium carbonate / methanol / 12 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid / 1,2-dichloro-ethane / -30 - 20 °C / Reflux

With dipyridinium dichromate; bromine; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1002/ejoc.201100062