2H-Pyran-2-ethanethioic acid, 6-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]ethyl]tetrahydro-4-methylene-, S-ethyl ester, (2R,6R)-

Base Information

Chemical Name:2H-Pyran-2-ethanethioic acid, 6-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]ethyl]tetrahydro-4-methylene-, S-ethyl ester, (2R,6R)-
CAS No.:867033-52-1
Molecular Formula:C28H38O3SSi
Molecular Weight:482.759
Hs Code.:

Synonyms:

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Chemical Property of 2H-Pyran-2-ethanethioic acid, 6-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]ethyl]tetrahydro-4-methylene-, S-ethyl ester, (2R,6R)-

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MSDS Files:: SDS file from LookChem

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Technology Process of 2H-Pyran-2-ethanethioic acid, 6-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]ethyl]tetrahydro-4-methylene-, S-ethyl ester, (2R,6R)-

There total 3 articles about 2H-Pyran-2-ethanethioic acid, 6-[2-[[(1,1-dimethylethyl)diphenylsilyl]oxy]ethyl]tetrahydro-4-methylene-, S-ethyl ester, (2R,6R)- 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: 79.0%

: 867033-51-0
{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-pyran-2-yl}-thioacetic acid S-ethyl ester

: 1271-66-5
dimethyltitanocene

: 867033-52-1
{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-yl}-thioacetic acid S-ethyl ester

Guidance literature:: 2,2-dimethyl-propanoic acid ethyl ester; In tetrahydrofuran; at 20 - 55 ℃; for 20h;

Reference yield:

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 867033-52-1
{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-yl}-thioacetic acid S-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Ti(OiPr)4; (R)-Binol; CF₃CO₂H / diethyl ether / 24 h

2: 95 percent / Sc(OTf)3 / CH₂Cl₂ / 0.25 h / -78 °C

3: 76 percent / ethyl pivalate / tetrahydrofuran / 20 h / 55 °C

With titanium(IV) isopropylate; 2,2-dimethyl-propanoic acid ethyl ester; (R)-1,1'-Bi-2-naphthol; trifluoroacetic acid; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; diethyl ether; dichloromethane; 1: Diels-Alder reaction;
DOI:10.1021/ol051584i

Reference yield:

: 250355-82-9
(-)-(2S)-2-[2-(tert-butyldiphenylsiloxy)ethyl]-2H-pyran-4(3H)-one

: 867033-52-1
{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-yl}-thioacetic acid S-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / Sc(OTf)3 / CH₂Cl₂ / 0.25 h / -78 °C

2: 76 percent / ethyl pivalate / tetrahydrofuran / 20 h / 55 °C

With 2,2-dimethyl-propanoic acid ethyl ester; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol051584i