(4S,5R,7S)-9-((4-methoxybenzyl)oxy)-4-methyl-7-((triisopropylsilyl)oxy)non-1-en-5-ol

Base Information

Chemical Name:(4S,5R,7S)-9-((4-methoxybenzyl)oxy)-4-methyl-7-((triisopropylsilyl)oxy)non-1-en-5-ol
CAS No.:1298015-33-4
Molecular Formula:C₂₇H₄₈O₄Si
Molecular Weight:464.761
Hs Code.:

Synonyms:(4S,5R,7S)-9-((4-methoxybenzyl)oxy)-4-methyl-7-((triisopropylsilyl)oxy)non-1-en-5-ol

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Chemical Property of (4S,5R,7S)-9-((4-methoxybenzyl)oxy)-4-methyl-7-((triisopropylsilyl)oxy)non-1-en-5-ol

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Technology Process of (4S,5R,7S)-9-((4-methoxybenzyl)oxy)-4-methyl-7-((triisopropylsilyl)oxy)non-1-en-5-ol

There total 5 articles about (4S,5R,7S)-9-((4-methoxybenzyl)oxy)-4-methyl-7-((triisopropylsilyl)oxy)non-1-en-5-ol 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%

: 1298015-27-6
(3S,5R,6S)-1-((4-methoxybenzyl)oxy)-6-methylnon-8-ene-3,5-diol

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 1298015-33-4
(4S,5R,7S)-9-((4-methoxybenzyl)oxy)-4-methyl-7-((triisopropylsilyl)oxy)non-1-en-5-ol

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 - 0 ℃; regioselective reaction; Inert atmosphere;
DOI:10.1021/jo200337v

Reference yield:

: 1298015-30-1
(4R,6S)-4-((S)-but-3-en-2-yl)-2-methoxy-6-(2-((4-methoxybenzyl)oxy)ethyl)-1,3,2-dioxaphosphinane 2-oxide

: 1298015-33-4
(4S,5R,7S)-9-((4-methoxybenzyl)oxy)-4-methyl-7-((triisopropylsilyl)oxy)non-1-en-5-ol

Guidance literature:: Multi-step reaction with 4 steps

1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 1 h / 45 °C / Inert atmosphere

2: ammonium formate; palladium diacetate; triphenylphosphine / 1,2-dichloro-ethane / 1 h / 90 °C / Inert atmosphere

3: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C / Inert atmosphere

4: 2,6-dimethylpyridine / dichloromethane / -78 - 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; Hoveyda-Grubbs catalyst second generation; ammonium formate; palladium diacetate; triphenylphosphine; In diethyl ether; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo200337v

Reference yield:

: 1298015-32-3
(4S,6R)-2-methoxy-4-(2-((4-methoxybenzyl)oxy)ethyl)-6-((S)-pent-4-en-2-yl)-1,3,2-dioxaphosphinane 2-oxide

: 1298015-33-4
(4S,5R,7S)-9-((4-methoxybenzyl)oxy)-4-methyl-7-((triisopropylsilyl)oxy)non-1-en-5-ol

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C / Inert atmosphere

2: 2,6-dimethylpyridine / dichloromethane / -78 - 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;
DOI:10.1021/jo200337v