(8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-5-((2S,4S,Z)-6-cyclohexyl-4-methylhex-5-en-2-yl)-3,3,11,11-tetraethyl-8-methyl-4,10-dioxa-3,11-disilatridec-6-ene

Base Information

Chemical Name:(8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-5-((2S,4S,Z)-6-cyclohexyl-4-methylhex-5-en-2-yl)-3,3,11,11-tetraethyl-8-methyl-4,10-dioxa-3,11-disilatridec-6-ene
CAS No.:1297531-54-4
Molecular Formula:C₅₅H₁₀₆O₄Si₄
Molecular Weight:943.786
Hs Code.:

(8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-5-((2S,4S,Z)-6-cyclohexyl-4-methylhex-5-en-2-yl)-3,3,11,11-tetraethyl-8-methyl-4,10-dioxa-3,11-disilatridec-6-ene

Synonyms:(8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-5-((2S,4S,Z)-6-cyclohexyl-4-methylhex-5-en-2-yl)-3,3,11,11-tetraethyl-8-methyl-4,10-dioxa-3,11-disilatridec-6-ene

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Chemical Property of (8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-5-((2S,4S,Z)-6-cyclohexyl-4-methylhex-5-en-2-yl)-3,3,11,11-tetraethyl-8-methyl-4,10-dioxa-3,11-disilatridec-6-ene

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Technology Process of (8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-5-((2S,4S,Z)-6-cyclohexyl-4-methylhex-5-en-2-yl)-3,3,11,11-tetraethyl-8-methyl-4,10-dioxa-3,11-disilatridec-6-ene

There total 16 articles about (8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-5-((2S,4S,Z)-6-cyclohexyl-4-methylhex-5-en-2-yl)-3,3,11,11-tetraethyl-8-methyl-4,10-dioxa-3,11-disilatridec-6-ene 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: 86.0%

: 1297531-38-4
((2S,4S,8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-2,4,8-trimethyl-5,9-bis((triethylsilyl)oxy)non-6-en-1-yl)triphenylphosphonium iodide

: 2043-61-0
cyclohexanecarbaldehyde

: 1297531-54-4
(8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-5-((2S,4S,Z)-6-cyclohexyl-4-methylhex-5-en-2-yl)-3,3,11,11-tetraethyl-8-methyl-4,10-dioxa-3,11-disilatridec-6-ene

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; toluene; at -78 - 0 ℃; Inert atmosphere;
DOI:10.1021/ol200834p

Reference yield:

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

: 1297531-54-4
(8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-5-((2S,4S,Z)-6-cyclohexyl-4-methylhex-5-en-2-yl)-3,3,11,11-tetraethyl-8-methyl-4,10-dioxa-3,11-disilatridec-6-ene

Guidance literature:: Multi-step reaction with 7 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: 2,6-dimethylpyridine / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

4: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 0 °C

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

With 1H-imidazole; 2,6-dimethylpyridine; chromium dichloride; C₅H₅N*HO₃S; water; iodine; lithium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 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

: 1297531-54-4
(8S,9S,E)-9-(3,5-bis((triisopropylsilyl)oxy)phenyl)-5-((2S,4S,Z)-6-cyclohexyl-4-methylhex-5-en-2-yl)-3,3,11,11-tetraethyl-8-methyl-4,10-dioxa-3,11-disilatridec-6-ene

Guidance literature:: Multi-step reaction with 6 steps

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

2: 2,6-dimethylpyridine / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

3: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 0 °C

4: 1H-imidazole; iodine; triphenylphosphine / diethyl ether; acetonitrile / 20 °C / Darkness

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

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

With 1H-imidazole; 2,6-dimethylpyridine; chromium dichloride; water; iodine; lithium carbonate; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; nickel dichloride; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; benzene; 1: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol200834p