(E)-6-(tert-butyldiphenylsilyloxy)-1-(3,3-dimethylcycloprop-1-en-1-yl)hex-4-en-1-ol

Base Information

Chemical Name:(E)-6-(tert-butyldiphenylsilyloxy)-1-(3,3-dimethylcycloprop-1-en-1-yl)hex-4-en-1-ol
CAS No.:1393367-13-9
Molecular Formula:C₂₇H₃₆O₂Si
Molecular Weight:420.667
Hs Code.:

Synonyms:(E)-6-(tert-butyldiphenylsilyloxy)-1-(3,3-dimethylcycloprop-1-en-1-yl)hex-4-en-1-ol

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Chemical Property of (E)-6-(tert-butyldiphenylsilyloxy)-1-(3,3-dimethylcycloprop-1-en-1-yl)hex-4-en-1-ol

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Technology Process of (E)-6-(tert-butyldiphenylsilyloxy)-1-(3,3-dimethylcycloprop-1-en-1-yl)hex-4-en-1-ol

There total 1 articles about (E)-6-(tert-butyldiphenylsilyloxy)-1-(3,3-dimethylcycloprop-1-en-1-yl)hex-4-en-1-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:

: 177032-63-2
(+/-)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene

: 1393367-13-9
(E)-6-(tert-butyldiphenylsilyloxy)-1-(3,3-dimethylcycloprop-1-en-1-yl)hex-4-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 140 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -20 - -10 °C

3.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 - -50 °C

4.1: n-butyllithium / diethyl ether; hexane / 1 h / -78 - -10 °C

4.2: 0.5 h / -50 - 20 °C

With n-butyllithium; isopropylmagnesium chloride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1002/chem.201200566

Reference yield: 93.0%

: 1393367-13-9
(E)-6-(tert-butyldiphenylsilyloxy)-1-(3,3-dimethylcycloprop-1-en-1-yl)hex-4-en-1-ol

: 69739-34-0
t-butyldimethylsiyl triflate

: 1393367-20-8
(E)-10-(3,3-dimethylcycloprop-1-en-1-yl)-2,2,12,12,13,13-hexamethyl-3,3-diphenyl-4,11-dioxa-3,12-disilatetradec-6-ene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1002/chem.201200566

Reference yield: 68.0%

: 1393367-13-9
(E)-6-(tert-butyldiphenylsilyloxy)-1-(3,3-dimethylcycloprop-1-en-1-yl)hex-4-en-1-ol

: 2-{(1S,6R,7S)-7-[(tert-butyldiphenylsilyloxy)methyl]bicyclo[4.1.0]hept-2-en-2-yl}-propan-2-ol

Guidance literature:: With (triphenylphosphine)gold(I) chloride; silver hexafluoro antimonate; In dichloromethane; at 0 ℃; for 0.166667h; diastereoselective reaction;
DOI:10.1002/chem.201200566