(Z)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadien-3-one

Base Information

Chemical Name:(Z)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadien-3-one
CAS No.:136277-00-4
Molecular Formula:C₂₁H₃₀O₆SSi
Molecular Weight:438.617
Hs Code.:

Synonyms:(Z)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadien-3-one

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Chemical Property of (Z)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadien-3-one

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Technology Process of (Z)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadien-3-one

There total 11 articles about (Z)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadien-3-one 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: 67.0%

: 136276-99-8
(E)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadien-3-one

: 136277-00-4
(Z)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadien-3-one

Guidance literature:: With calcium carbonate; In tetrachloromethane; for 2h; Irradiation;
DOI:10.1021/ja00019a036

Reference yield:

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

: 136277-00-4
(Z)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadien-3-one

Guidance literature:: Multi-step reaction with 6 steps

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

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

4: piperidine / acetonitrile / 1 h / Ambient temperature

5: 94 percent / DMSO, oxalyl chloride / CH₂Cl₂ / 0.25 h / -78 °C

6: 67 percent / calcium carbonate / CCl₄ / 2 h / Irradiation

With piperidine; oxalyl dichloride; water; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; calcium carbonate; In tetrachloromethane; dichloromethane; acetonitrile;
DOI:10.1021/ja00019a036

Reference yield:

: 629-11-8
1,6-hexanediol

: 136277-00-4
(Z)-1-(phenylsulfonyl)-7-<(methoxycarbonyl)oxy>-8-<(trimethylsilyl)methyl>-1,8-nonadien-3-one

Guidance literature:: Multi-step reaction with 8 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: piperidine / acetonitrile / 1 h / Ambient temperature

7: 94 percent / DMSO, oxalyl chloride / CH₂Cl₂ / 0.25 h / -78 °C

8: 67 percent / calcium carbonate / CCl₄ / 2 h / Irradiation

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