(1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

Base Information

Chemical Name:(1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
CAS No.:607405-56-1
Molecular Formula:C₂₀H₂₈O₂
Molecular Weight:300.441
Hs Code.:

Synonyms:(1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

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Chemical Property of (1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

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Technology Process of (1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

There total 4 articles about (1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-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: 87.0%

: 607405-55-0
2-[[(1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]oxy]tetrahydro-2H-pyran

: 607405-56-1
(1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

Guidance literature:: With methanol; toluene-4-sulfonic acid; at 20 ℃; for 1h;
DOI:10.1021/jo0301346

Reference yield: 75.0%

: 607405-54-9
(1S,2S,4S,5R)-2-[3-(benzyloxy)propyl]-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]heptan-2-ol

: 607405-56-1
(1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

Guidance literature:: With methanol; toluene-4-sulfonic acid;
DOI:10.1021/jo0301346

Reference yield:

: 5375-00-8
3-benzyloxypropyl iodide

: 607405-56-1
(1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-butyllithium / diethyl ether; pentane / 1 h / -78 - 20 °C

1.2: cerium trichloride; t-butyllithium / tetrahydrofuran; diethyl ether; pentane / 0.5 h / -78 °C

1.3: 83 percent / tetrahydrofuran; diethyl ether; pentane / 1.5 h / -78 - 20 °C

2.1: 75 percent / methanol; p-toluenesulfonic acid

With methanol; tert.-butyl lithium; toluene-4-sulfonic acid; In diethyl ether; pentane;
DOI:10.1021/jo0301346