(E-trans)-5-(tert-butyldimethylsiloxy)-7-<2-(2,4-dichlorophenyl)ethenyl>-2,2-(trimethylenedithio)hexahydrooxepin

Base Information

Chemical Name:(E-trans)-5-(tert-butyldimethylsiloxy)-7-<2-(2,4-dichlorophenyl)ethenyl>-2,2-(trimethylenedithio)hexahydrooxepin
CAS No.:83268-75-1
Molecular Formula:C₂₃H₃₄Cl₂O₂S₂Si
Molecular Weight:505.645
Hs Code.:

Synonyms:(E-trans)-5-(tert-butyldimethylsiloxy)-7-<2-(2,4-dichlorophenyl)ethenyl>-2,2-(trimethylenedithio)hexahydrooxepin

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Chemical Property of (E-trans)-5-(tert-butyldimethylsiloxy)-7-<2-(2,4-dichlorophenyl)ethenyl>-2,2-(trimethylenedithio)hexahydrooxepin

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Technology Process of (E-trans)-5-(tert-butyldimethylsiloxy)-7-<2-(2,4-dichlorophenyl)ethenyl>-2,2-(trimethylenedithio)hexahydrooxepin

There total 5 articles about (E-trans)-5-(tert-butyldimethylsiloxy)-7-<2-(2,4-dichlorophenyl)ethenyl>-2,2-(trimethylenedithio)hexahydrooxepin 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:

: 83268-74-0
(E)-(3R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(2,4-dichloro-phenyl)-7-[1,3]dithian-2-ylidene-hept-1-en-3-ol

: 83268-75-1
(E-trans)-5-(tert-butyldimethylsiloxy)-7-<2-(2,4-dichlorophenyl)ethenyl>-2,2-(trimethylenedithio)hexahydrooxepin

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; for 4h; Yield given; Ambient temperature;
DOI:10.1021/jo00145a029

Reference yield:

: 83268-73-9,83348-93-0
(E)-4β-(tert-butyldimethylsiloxy)-6α-<2-(2,4-dichlorophenyl)ethenyl>-3,4,5,6-tetrahydro-2H-pyran-2-ol

: 83268-75-1
(E-trans)-5-(tert-butyldimethylsiloxy)-7-<2-(2,4-dichlorophenyl)ethenyl>-2,2-(trimethylenedithio)hexahydrooxepin

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-butyllithium / 1.) hexane, THF, from -70 deg C to room temp., 70 min, 2.) from -70 deg C to room temp.

2: pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / Ambient temperature

With n-butyllithium; pyridinium p-toluenesulfonate; In dichloromethane;
DOI:10.1021/jo00145a029

Reference yield:

: 83268-72-8
(E-trans)-4-(tert-butyldimethylsiloxy)-6-<2-(2,4-dichlorophenyl)ethenyl>-3,4,5,6-tetrahydro-2H-pyran-2-one

: 83268-75-1
(E-trans)-5-(tert-butyldimethylsiloxy)-7-<2-(2,4-dichlorophenyl)ethenyl>-2,2-(trimethylenedithio)hexahydrooxepin

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / diisobutylaluminum hydride / hexane; tetrahydrofuran / 0.5 h / -78 °C

2: 1.) n-butyllithium / 1.) hexane, THF, from -70 deg C to room temp., 70 min, 2.) from -70 deg C to room temp.

3: pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / Ambient temperature

With n-butyllithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo00145a029