(R)-[(Z)-5-(tert-butyldimethylsilyloxy)-2-methyl-1-pentenyl] p-tolyl sulfoxide

Base Information

Chemical Name:(R)-[(Z)-5-(tert-butyldimethylsilyloxy)-2-methyl-1-pentenyl] p-tolyl sulfoxide
CAS No.:817161-07-2
Molecular Formula:C₁₉H₃₂O₂SSi
Molecular Weight:352.613
Hs Code.:

Synonyms:(R)-[(Z)-5-(tert-butyldimethylsilyloxy)-2-methyl-1-pentenyl] p-tolyl sulfoxide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-[(Z)-5-(tert-butyldimethylsilyloxy)-2-methyl-1-pentenyl] p-tolyl sulfoxide

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Technology Process of (R)-[(Z)-5-(tert-butyldimethylsilyloxy)-2-methyl-1-pentenyl] p-tolyl sulfoxide

There total 1 articles about (R)-[(Z)-5-(tert-butyldimethylsilyloxy)-2-methyl-1-pentenyl] p-tolyl sulfoxide 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: 73.0%

: 544-97-8
dimethyl zinc(II)

: 817161-04-9
(R)-5-[[tert-butyl(dimethyl)silyl]oxy]-1-pentynyl p-tolyl sulfoxide

: 817161-07-2
(R)-[(Z)-5-(tert-butyldimethylsilyloxy)-2-methyl-1-pentenyl] p-tolyl sulfoxide

Guidance literature:: With copper(II) bis(trifluoromethanesulfonate); In tetrahydrofuran; at -78 - 0 ℃;
DOI:10.1021/jo048747l

Reference yield: 99.0%

: 817161-07-2
(R)-[(Z)-5-(tert-butyldimethylsilyloxy)-2-methyl-1-pentenyl] p-tolyl sulfoxide

: 817161-11-8
(Z)-5-methyl-6-[(R)-(p-tolyl)sulfinyl]-5-hexen-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1.5h;
DOI:10.1021/jo048747l

Reference yield:

: 817161-07-2
(R)-[(Z)-5-(tert-butyldimethylsilyloxy)-2-methyl-1-pentenyl] p-tolyl sulfoxide

: (2S)-2-methyl-2-[(R)-(p-tolyl)sulfinylmethyl]tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

2: 89 percent / NaH / tetrahydrofuran / 0.5 h / 0 °C

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; 2: Michael addition;
DOI:10.1021/jo048747l