(E)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadiene

Base Information

Chemical Name:(E)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadiene
CAS No.:136276-91-0
Molecular Formula:C₂₁H₃₂O₅SSi
Molecular Weight:424.634
Hs Code.:

Synonyms:(E)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadiene

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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 (E)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadiene

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Technology Process of (E)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadiene

There total 9 articles about (E)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadiene 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:

: 56069-39-7
diethyl phenylsulfonylmethylphosphonate

: 123453-69-0
3-<(methoxycarbonyl)oxy>-2-<(trimethylsilyl)methyl>-1-octen-8-al

: 136276-91-0
(E)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadiene

Guidance literature:: With sodium hexamethyldisilazane; Yield given. Multistep reaction; 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 45 min;
DOI:10.1021/ja00019a036

Reference yield:

: 81790-10-5
(2-bromoallyl)trimethylsilane

: 136276-91-0
(E)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadiene

Guidance literature:: Multi-step reaction with 4 steps

2: 94 percent / dichlorodicyanobenzoquinone (DDQ), water / CH₂Cl₂ / 0.75 h

3: 84 percent / DMSO, oxalyl chloride / CH₂Cl₂ / 0.25 h

4: 1.) sodium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 45 min

With oxalyl dichloride; water; sodium hexamethyldisilazane; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1021/ja00019a036

Reference yield:

: 629-11-8
1,6-hexanediol

: 136276-91-0
(E)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadiene

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) potassium hydride, 2.) tetrabutylammonium iodide / 1.) hexane, THF, from 0 deg C to RT, 40 min, 2.) hexane, THF, overnight

2: 72 percent / pyridinium chlorochromate (PCC), Celite / CH₂Cl₂ / 1.5 h / Ambient temperature

4: 94 percent / dichlorodicyanobenzoquinone (DDQ), water / CH₂Cl₂ / 0.75 h

5: 84 percent / DMSO, oxalyl chloride / CH₂Cl₂ / 0.25 h

6: 1.) sodium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 45 min

With oxalyl dichloride; Celite; water; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; potassium hydride; dimethyl sulfoxide; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1021/ja00019a036