(1S,2S,6S,8S,Z)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-10-cyclohexyl-2,6,8-trimethyl-1-((triethyl silyl)oxy)dec-9-en-5-one

Base Information

Chemical Name:(1S,2S,6S,8S,Z)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-10-cyclohexyl-2,6,8-trimethyl-1-((triethyl silyl)oxy)dec-9-en-5-one
CAS No.:1297531-64-6
Molecular Formula:C₄₉H₉₂O₄Si₃
Molecular Weight:829.524
Hs Code.:

Synonyms:

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Chemical Property of (1S,2S,6S,8S,Z)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-10-cyclohexyl-2,6,8-trimethyl-1-((triethyl silyl)oxy)dec-9-en-5-one

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Technology Process of (1S,2S,6S,8S,Z)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-10-cyclohexyl-2,6,8-trimethyl-1-((triethyl silyl)oxy)dec-9-en-5-one

There total 19 articles about (1S,2S,6S,8S,Z)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-10-cyclohexyl-2,6,8-trimethyl-1-((triethyl silyl)oxy)dec-9-en-5-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:

: 765915-18-2
(2S,4S)-5-((4-methoxybenzyl)oxy)-2,4-dimethylpentan-1-ol

: 1297531-64-6
(1S,2S,6S,8S,Z)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-10-cyclohexyl-2,6,8-trimethyl-1-((triethyl silyl)oxy)dec-9-en-5-one

Guidance literature:: Multi-step reaction with 10 steps

1: C₅H₅N*HO₃S; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C

2: chromium dichloride; nickel dichloride / tetrahydrofuran; dimethyl sulfoxide / 17 h / 20 °C / Inert atmosphere; Large scale reaction

3: dmap; triethylamine / dichloromethane / 32 h / 20 - 43 °C

4: 2-nitrobenzenesulfonyl hydrazide; triethylamine / dichloromethane / 96 h / 20 °C

5: palladium 10% on activated carbon; hydrogen / 36 h

6: 1H-imidazole; iodine; triphenylphosphine / diethyl ether; acetonitrile / 20 °C / Darkness

7: lithium carbonate / acetonitrile; benzene / 60 h / Reflux

8: lithium hexamethyldisilazane / tetrahydrofuran; toluene / -78 - 0 °C / Inert atmosphere

9: diisobutylaluminium hydride / dichloromethane / -78 °C

10: Dess-Martin periodane / dichloromethane / 1.5 h

With 1H-imidazole; chromium dichloride; dmap; palladium 10% on activated carbon; C₅H₅N*HO₃S; 2-nitrobenzenesulfonyl hydrazide; hydrogen; iodine; lithium carbonate; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; nickel dichloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; benzene; 2: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol200834p

Reference yield:

: 1297531-39-5
(2S,4S)-5-((4-methoxybenzyl)oxy)-2,4-dimethylpentanal

: 1297531-64-6
(1S,2S,6S,8S,Z)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-10-cyclohexyl-2,6,8-trimethyl-1-((triethyl silyl)oxy)dec-9-en-5-one

Guidance literature:: Multi-step reaction with 9 steps

1: chromium dichloride; nickel dichloride / tetrahydrofuran; dimethyl sulfoxide / 17 h / 20 °C / Inert atmosphere; Large scale reaction

2: dmap; triethylamine / dichloromethane / 32 h / 20 - 43 °C

3: 2-nitrobenzenesulfonyl hydrazide; triethylamine / dichloromethane / 96 h / 20 °C

4: palladium 10% on activated carbon; hydrogen / 36 h

5: 1H-imidazole; iodine; triphenylphosphine / diethyl ether; acetonitrile / 20 °C / Darkness

6: lithium carbonate / acetonitrile; benzene / 60 h / Reflux

7: lithium hexamethyldisilazane / tetrahydrofuran; toluene / -78 - 0 °C / Inert atmosphere

8: diisobutylaluminium hydride / dichloromethane / -78 °C

9: Dess-Martin periodane / dichloromethane / 1.5 h

With 1H-imidazole; chromium dichloride; dmap; palladium 10% on activated carbon; 2-nitrobenzenesulfonyl hydrazide; hydrogen; iodine; lithium carbonate; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; triphenylphosphine; nickel dichloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; benzene; 1: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol200834p

Reference yield:

: 1297531-62-4
tert-butyl(((2S,4S)-5-((4-methoxybenzyl)oxy)-2,4-dimethylpentyl)oxy)diphenylsilane

: 1297531-64-6
(1S,2S,6S,8S,Z)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-10-cyclohexyl-2,6,8-trimethyl-1-((triethyl silyl)oxy)dec-9-en-5-one

Guidance literature:: Multi-step reaction with 11 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

2: C₅H₅N*HO₃S; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C

3: chromium dichloride; nickel dichloride / tetrahydrofuran; dimethyl sulfoxide / 17 h / 20 °C / Inert atmosphere; Large scale reaction

4: dmap; triethylamine / dichloromethane / 32 h / 20 - 43 °C

5: 2-nitrobenzenesulfonyl hydrazide; triethylamine / dichloromethane / 96 h / 20 °C

6: palladium 10% on activated carbon; hydrogen / 36 h

7: 1H-imidazole; iodine; triphenylphosphine / diethyl ether; acetonitrile / 20 °C / Darkness

8: lithium carbonate / acetonitrile; benzene / 60 h / Reflux

9: lithium hexamethyldisilazane / tetrahydrofuran; toluene / -78 - 0 °C / Inert atmosphere

10: diisobutylaluminium hydride / dichloromethane / -78 °C

11: Dess-Martin periodane / dichloromethane / 1.5 h

With 1H-imidazole; chromium dichloride; dmap; palladium 10% on activated carbon; C₅H₅N*HO₃S; 2-nitrobenzenesulfonyl hydrazide; tetrabutyl ammonium fluoride; hydrogen; iodine; lithium carbonate; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; nickel dichloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; benzene; 3: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol200834p