{(S)-1-[(R)-Benzyloxy-(2-methoxy-tetrahydro-pyran-2-yl)-methyl]-prop-2-ynyloxy}-tert-butyl-diphenyl-silane

Base Information

Chemical Name:{(S)-1-[(R)-Benzyloxy-(2-methoxy-tetrahydro-pyran-2-yl)-methyl]-prop-2-ynyloxy}-tert-butyl-diphenyl-silane
CAS No.:562835-14-7
Molecular Formula:C₃₃H₄₀O₄Si
Molecular Weight:528.764
Hs Code.:

Synonyms:{(S)-1-[(R)-Benzyloxy-(2-methoxy-tetrahydro-pyran-2-yl)-methyl]-prop-2-ynyloxy}-tert-butyl-diphenyl-silane

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Chemical Property of {(S)-1-[(R)-Benzyloxy-(2-methoxy-tetrahydro-pyran-2-yl)-methyl]-prop-2-ynyloxy}-tert-butyl-diphenyl-silane

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Technology Process of {(S)-1-[(R)-Benzyloxy-(2-methoxy-tetrahydro-pyran-2-yl)-methyl]-prop-2-ynyloxy}-tert-butyl-diphenyl-silane

There total 5 articles about {(S)-1-[(R)-Benzyloxy-(2-methoxy-tetrahydro-pyran-2-yl)-methyl]-prop-2-ynyloxy}-tert-butyl-diphenyl-silane 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:

: 67-56-1
methanol

: 1027289-83-3
(3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-one

: 562835-14-7
{(S)-1-[(R)-Benzyloxy-(2-methoxy-tetrahydro-pyran-2-yl)-methyl]-prop-2-ynyloxy}-tert-butyl-diphenyl-silane

Guidance literature:: With carbon monoxide; p-benzoquinone; dichloro bis(acetonitrile) palladium(II); at 20 ℃; for 0.5h; under 760 Torr;
DOI:10.1021/jo050822k

Reference yield:

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 1027289-83-3
(3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-one

: 562835-14-7
{(S)-1-[(R)-Benzyloxy-(2-methoxy-tetrahydro-pyran-2-yl)-methyl]-prop-2-ynyloxy}-tert-butyl-diphenyl-silane

: 562835-13-6
(2E,3R,4R,5R)-4-benzyloxy-3-(tert-butyldiphenylsiloxy)-2-methoxycarbonylmethylidene-1,6-dioxaspiro[4.5]decane

Guidance literature:: With p-benzoquinone; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; at 20 ℃; for 48h; under 760 Torr;
DOI:10.1021/jo050822k

Reference yield:

: 92511-12-1
1-{[dimethyl(1,1-dimethylethyl)silyl]oxy}-4-iodobutane

: 562835-14-7
{(S)-1-[(R)-Benzyloxy-(2-methoxy-tetrahydro-pyran-2-yl)-methyl]-prop-2-ynyloxy}-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium / diethyl ether / 0.5 h / 20 °C

1.2: diethyl ether; CH₂Cl₂ / 0.33 h / -78 °C

2.1: 102 mg / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

3.1: p-toluenesulfonic acid; H₂O / tetrahydrofuran / 4 h / 20 °C

4.1: p-benzoquinone / Pd₂(dba)3*CHCl₃ / 48 h / 20 °C / 760 Torr

With water; Dess-Martin periodane; toluene-4-sulfonic acid; magnesium; p-benzoquinone; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; diethyl ether; dichloromethane; 1.2: Grignard reaction / 2.1: Dess-Martin oxidation;
DOI:10.1021/jo050822k