(1S,2S,6S,8S,E)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-9-((4-methoxybenzyl)oxy)-2,6,8-trimethyl-1-((triethylsilyl)oxy)non-3-en-5-yl pivalate

Base Information

Chemical Name:(1S,2S,6S,8S,E)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-9-((4-methoxybenzyl)oxy)-2,6,8-trimethyl-1-((triethylsilyl)oxy)non-3-en-5-yl pivalate
CAS No.:1297531-52-2
Molecular Formula:C₅₅H₉₈O₇Si₃
Molecular Weight:955.635
Hs Code.:

Synonyms:(1S,2S,6S,8S,E)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-9-((4-methoxybenzyl)oxy)-2,6,8-trimethyl-1-((triethylsilyl)oxy)non-3-en-5-yl pivalate

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Chemical Property of (1S,2S,6S,8S,E)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-9-((4-methoxybenzyl)oxy)-2,6,8-trimethyl-1-((triethylsilyl)oxy)non-3-en-5-yl pivalate

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Technology Process of (1S,2S,6S,8S,E)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-9-((4-methoxybenzyl)oxy)-2,6,8-trimethyl-1-((triethylsilyl)oxy)non-3-en-5-yl pivalate

There total 12 articles about (1S,2S,6S,8S,E)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-9-((4-methoxybenzyl)oxy)-2,6,8-trimethyl-1-((triethylsilyl)oxy)non-3-en-5-yl pivalate 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: 96.0%

: 1297536-12-9
C₅₀H₉₀O₆Si₃

: 3282-30-2
pivaloyl chloride

: 1297531-52-2
(1S,2S,6S,8S,E)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-9-((4-methoxybenzyl)oxy)-2,6,8-trimethyl-1-((triethylsilyl)oxy)non-3-en-5-yl pivalate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 - 43 ℃; for 32h;
DOI:10.1021/ol200834p

Reference yield:

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

: 1297531-52-2
(1S,2S,6S,8S,E)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-9-((4-methoxybenzyl)oxy)-2,6,8-trimethyl-1-((triethylsilyl)oxy)non-3-en-5-yl pivalate

Guidance literature:: Multi-step reaction with 3 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

With chromium dichloride; dmap; C₅H₅N*HO₃S; triethylamine; N-ethyl-N,N-diisopropylamine; nickel dichloride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 2: 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

: 1297531-52-2
(1S,2S,6S,8S,E)-1-(3,5-bis((triisopropylsilyl)oxy)phenyl)-9-((4-methoxybenzyl)oxy)-2,6,8-trimethyl-1-((triethylsilyl)oxy)non-3-en-5-yl pivalate

Guidance literature:: Multi-step reaction with 4 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

With chromium dichloride; dmap; C₅H₅N*HO₃S; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; nickel dichloride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 3: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol200834p