cis-3--4-<(dimethyl-tert-butylsiloxy)methyl>-1-(phenylthio)cyclohexene

Base Information

Chemical Name:cis-3--4-<(dimethyl-tert-butylsiloxy)methyl>-1-(phenylthio)cyclohexene
CAS No.:90083-89-9
Molecular Formula:C₂₄H₃₆O₅SSi
Molecular Weight:464.698
Hs Code.:

cis-3-<Bis(methoxycarbonyl)methyl>-4-<(dimethyl-tert-butylsiloxy)methyl>-1-(phenylthio)cyclohexene

Synonyms:cis-3--4-<(dimethyl-tert-butylsiloxy)methyl>-1-(phenylthio)cyclohexene

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Chemical Property of cis-3--4-<(dimethyl-tert-butylsiloxy)methyl>-1-(phenylthio)cyclohexene

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Technology Process of cis-3--4-<(dimethyl-tert-butylsiloxy)methyl>-1-(phenylthio)cyclohexene

There total 8 articles about cis-3--4-<(dimethyl-tert-butylsiloxy)methyl>-1-(phenylthio)cyclohexene 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: 78.4%

: 18424-76-5
dimethyl malonate sodium salt

: 90083-88-8
cis-3-Acetoxy-4-<(dimethyl-tert-butylsiloxy)methyl>-1-(phenylthio)cyclohexene

: 90083-89-9
cis-3--4-<(dimethyl-tert-butylsiloxy)methyl>-1-(phenylthio)cyclohexene

Guidance literature:: bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 85 ℃; for 0.666667h;
DOI:10.1021/jo00186a033

Reference yield:

: 38160-59-7
3-(phenylthio)butanal

: 90083-89-9
cis-3--4-<(dimethyl-tert-butylsiloxy)methyl>-1-(phenylthio)cyclohexene

Guidance literature:: Multi-step reaction with 7 steps

1: N-chlorosuccinimide / CCl₄ / 13 h / 0 °C

2: 57 percent / NEt₃ / CCl₄ / 0 °C

3: hydroquinone / p-toluenesulfonic acid / toluene / 48 h / 80 °C

4: 63 percent / hydroquinone / toluene / 27 h / Ambient temperature

5: 78 percent / NaBH₄ / toluene; methanol / 1 h / -23 °C

6: 92.4 percent / imidazole / 1,2-dimethoxy-ethane / 0.5 h / 0 °C

7: 78.4 percent / Pd(diphos)2 / 1,2-dimethoxy-ethane / 0.67 h / 85 °C

With 1H-imidazole; sodium tetrahydroborate; N-chloro-succinimide; triethylamine; hydroquinone; bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; toluene-4-sulfonic acid; In methanol; tetrachloromethane; 1,2-dimethoxyethane; toluene;
DOI:10.1021/jo00186a033

Reference yield:

: 78998-85-3
(Z)-3-Phenylsulfanyl-but-2-enal

: 90083-89-9
cis-3--4-<(dimethyl-tert-butylsiloxy)methyl>-1-(phenylthio)cyclohexene

Guidance literature:: Multi-step reaction with 5 steps

1: hydroquinone / p-toluenesulfonic acid / toluene / 48 h / 80 °C

2: 63 percent / hydroquinone / toluene / 27 h / Ambient temperature

3: 78 percent / NaBH₄ / toluene; methanol / 1 h / -23 °C

4: 92.4 percent / imidazole / 1,2-dimethoxy-ethane / 0.5 h / 0 °C

5: 78.4 percent / Pd(diphos)2 / 1,2-dimethoxy-ethane / 0.67 h / 85 °C

With 1H-imidazole; sodium tetrahydroborate; hydroquinone; bis[1,2-bis(diphenylphosphino)ethane]palladium⁽⁰⁾; toluene-4-sulfonic acid; In methanol; 1,2-dimethoxyethane; toluene;
DOI:10.1021/jo00186a033