(S)-4-[(tert-butyldiphenylsilyl)oxy]hex-5-enoic acid

Base Information

Chemical Name:(S)-4-[(tert-butyldiphenylsilyl)oxy]hex-5-enoic acid
CAS No.:1408237-20-6
Molecular Formula:C₂₂H₂₈O₃Si
Molecular Weight:368.548
Hs Code.:

Synonyms:(S)-4-[(tert-butyldiphenylsilyl)oxy]hex-5-enoic acid

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Chemical Property of (S)-4-[(tert-butyldiphenylsilyl)oxy]hex-5-enoic acid

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Technology Process of (S)-4-[(tert-butyldiphenylsilyl)oxy]hex-5-enoic acid

There total 9 articles about (S)-4-[(tert-butyldiphenylsilyl)oxy]hex-5-enoic acid 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: 92.0%

: 1416082-90-0
C₂₂H₂₈O₂Si

: 1408237-20-6
(S)-4-[(tert-butyldiphenylsilyl)oxy]hex-5-enoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 0 ℃; for 10h;
DOI:10.1016/j.tetasy.2012.07.015

Reference yield:

: (S)-tert-butyl ({6-[(4-methoxybenzyl)oxy]hex-1-en-3-yl}oxy)diphenylsilane

: 1408237-20-6
(S)-4-[(tert-butyldiphenylsilyl)oxy]hex-5-enoic acid

Guidance literature:: (S)-tert-butyl ({6-[(4-methoxybenzyl)oxy]hex-1-en-3-yl}oxy)diphenylsilane; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 1h; Inert atmosphere;

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 0 - 20 ℃; for 7h; Inert atmosphere;
DOI:10.1002/ejoc.201600625

Reference yield:

: 131375-69-4
5-((4-methoxybenzyl)oxy)pentanal

: 1408237-20-6
(S)-4-[(tert-butyldiphenylsilyl)oxy]hex-5-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: Nitrosobenzene / dimethyl sulfoxide / 1 h / 20 °C / Inert atmosphere

1.2: 0.5 h / 0 - 20 °C / Inert atmosphere

1.3: 10 h / 20 °C / Inert atmosphere

2.1: di(n-butyl)tin oxide; triethylamine; p-toluenesulfonyl chloride / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: trimethylsulphonium iodide; n-butyllithium / tetrahydrofuran / 3 h / -20 °C / Inert atmosphere

3.2: 4 h / 0 - 20 °C / Inert atmosphere

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1 h / 20 °C / Inert atmosphere

4.2: 7 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; trimethylsulphonium iodide; di(n-butyl)tin oxide; triethylamine; Nitrosobenzene; p-toluenesulfonyl chloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1002/ejoc.201600625