<1RS-(1α,2α,4aα)>-1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-2-(phenylseleno)-1-(2-propynyloxy)-naphthalene

Base Information

Chemical Name:<1RS-(1α,2α,4aα)>-1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-2-(phenylseleno)-1-(2-propynyloxy)-naphthalene
CAS No.:124128-05-8
Molecular Formula:C₂₁H₂₆OSe
Molecular Weight:373.397
Hs Code.:

Synonyms:<1RS-(1α,2α,4aα)>-1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-2-(phenylseleno)-1-(2-propynyloxy)-naphthalene

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Chemical Property of <1RS-(1α,2α,4aα)>-1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-2-(phenylseleno)-1-(2-propynyloxy)-naphthalene

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Technology Process of <1RS-(1α,2α,4aα)>-1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-2-(phenylseleno)-1-(2-propynyloxy)-naphthalene

There total 6 articles about <1RS-(1α,2α,4aα)>-1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-2-(phenylseleno)-1-(2-propynyloxy)-naphthalene 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: 7.0%

: 38002-45-8
3-bromo-1-(trimethylsilyl)-1-propyne

: 124128-01-4
<1RS-(1α,2α,4aα)>-1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-2-(phenylseleno)-1-naphthalenol

: 124128-05-8
<1RS-(1α,2α,4aα)>-1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-2-(phenylseleno)-1-(2-propynyloxy)-naphthalene

: 124128-07-0
<1RS-(1α,2α,4aα)>-1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-2-(phenylseleno)-1-<<3-(trimethylsilyl)-2-propynyl>oxy>-naphthalene

Guidance literature:: With sodium hydride; Yield given. Multistep reaction; 1.) THF, room temp., 20 min, 2.) 60-62 deg C, 21 h;
DOI:10.1021/jo00290a053

Reference yield:

: 57232-69-6
3-(4-oxopentyl)-2-cyclohexen-1-one

: 124128-05-8
<1RS-(1α,2α,4aα)>-1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-2-(phenylseleno)-1-(2-propynyloxy)-naphthalene

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) CuI, 2.) p-TsOH*H₂O / 2.) molecular sieves (3 Angstroem) / 1a.) ether, -78 deg C, 1.5 h, 1b.) ice-bath, 1 h, 2.) benzene, 4 h at reflux

2: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 15 min, 2.) -78 deg C, 30 min

3: 70 percent / diisobutylaluminium hydride / toluene; hexane / 3 h / -78 °C

4: 7 percent / 1.) NaH / 1.) THF, room temp., 20 min, 2.) 60-62 deg C, 21 h

With copper(l) iodide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; lithium diisopropyl amide; 3 A molecular sieve; In hexane; toluene;
DOI:10.1021/jo00290a053

Reference yield:

: 124127-98-6
3,4,4a,5,6,8a-hexahydro-4a,8-dimethyl-1(2H)-naphthalenone

: 124128-05-8
<1RS-(1α,2α,4aα)>-1,2,3,4,4a,5,6,7-octahydro-4a,8-dimethyl-2-(phenylseleno)-1-(2-propynyloxy)-naphthalene

Guidance literature:: Multi-step reaction with 4 steps

1: RhCl₃*3H₂O / ethanol; benzene / 28 h / Heating

2: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 15 min, 2.) -78 deg C, 30 min

3: 70 percent / diisobutylaluminium hydride / toluene; hexane / 3 h / -78 °C

4: 7 percent / 1.) NaH / 1.) THF, room temp., 20 min, 2.) 60-62 deg C, 21 h

With sodium hydride; diisobutylaluminium hydride; lithium diisopropyl amide; rhodium(III) chloride; In ethanol; hexane; toluene; benzene;
DOI:10.1021/jo00290a053