(R)-5-((1R,2S,4R,E)-2,4,6-trimethyl-1-((trimethylsilyl)oxy)oct-6-en-1-yl)furan-2(5H)-one

Base Information

Chemical Name:(R)-5-((1R,2S,4R,E)-2,4,6-trimethyl-1-((trimethylsilyl)oxy)oct-6-en-1-yl)furan-2(5H)-one
CAS No.:911708-88-8
Molecular Formula:C₁₈H₃₂O₃Si
Molecular Weight:324.536
Hs Code.:

Synonyms:(R)-5-((1R,2S,4R,E)-2,4,6-trimethyl-1-((trimethylsilyl)oxy)oct-6-en-1-yl)furan-2(5H)-one

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Chemical Property of (R)-5-((1R,2S,4R,E)-2,4,6-trimethyl-1-((trimethylsilyl)oxy)oct-6-en-1-yl)furan-2(5H)-one

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Technology Process of (R)-5-((1R,2S,4R,E)-2,4,6-trimethyl-1-((trimethylsilyl)oxy)oct-6-en-1-yl)furan-2(5H)-one

There total 1 articles about (R)-5-((1R,2S,4R,E)-2,4,6-trimethyl-1-((trimethylsilyl)oxy)oct-6-en-1-yl)furan-2(5H)-one 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: 81.0%

: 911708-87-7
(2S,4R)-2,4,6-trimethyl-(E)-oct-6-enal

: 61550-02-5
(furan-2-yloxy)-trimethylsilane

: 911708-88-8
(R)-5-((1R,2S,4R,E)-2,4,6-trimethyl-1-((trimethylsilyl)oxy)oct-6-en-1-yl)furan-2(5H)-one

Guidance literature:: With trifluorormethanesulfonic acid; 2-tolyl-oxazaborolidine; In dichloromethane; at -78 ℃; for 18h; Further Variations:; Catalysts; Product distribution;
DOI:10.1021/ja063532+

Reference yield:

: 911708-88-8
(R)-5-((1R,2S,4R,E)-2,4,6-trimethyl-1-((trimethylsilyl)oxy)oct-6-en-1-yl)furan-2(5H)-one

: 303156-68-5
(-)-(S,2E,4E)-((2R,3R)-2-((2S,4R,E)-4,6-dimethyloct-6-en-2-yl)-6-oxo-3,6-dihydro-2H-pyran-3-yl) 8-hydroxy-6-(hydroxymethyl)-4-methylocta-2,4-dienoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / diethyl ether / 0.25 h / -78 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

1.3: 72 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride / water; tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / toluene / 0.5 h / 20 °C / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

4.1: hydrogen fluoride / acetonitrile / 0.25 h / 20 °C / Inert atmosphere

With hydrogenchloride; 2,4,6-trichlorobenzoyl chloride; hydrogen fluoride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; water; toluene; acetonitrile;
DOI:10.1021/acs.orglett.8b02222