(2S,4aR,8aR)-4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

Base Information

• Chemical Name: (2S,4aR,8aR)-4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene
• CAS No.: 123123-37-5
• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.356

Synonyms:(2S,4aR,8aR)-4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

Chemical Property of (2S,4aR,8aR)-4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

Chemical Property:

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Technology Process of (2S,4aR,8aR)-4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

There total 26 articles about (2S,4aR,8aR)-4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene 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: 84.0%

Methyltriphenylphosphonium bromide (1779-49-3) + trans-1-methyl-4'-methyl-7-acetyl-3,4,4',5,6,7,8,8'-octa-hydronaphtalene (78719-76-3,125354-22-5) → 1,5-dimethyl-8-(1-methylethenyl)bicyclo<4.4.0>dec-4-ene (473-13-2,28290-23-5,35387-23-6,60132-30-1,64474-07-3,66141-13-7,70560-75-7,83378-03-4,123123-37-5,125408-91-5,138283-54-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(01)81307-7

Reference yield: 69.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 1-((2R,4aR,8aR)-4a,8-Dimethyl-1,2,3,4,4a,5,6,8a-octahydro-naphthalen-2-yl)-ethanone (78719-76-3) → (-)-α-selinene (473-13-2,28290-23-5,35387-23-6,60132-30-1,64474-07-3,66141-13-7,70560-75-7,83378-03-4,123123-37-5,125408-91-5,138283-54-2)

Guidance literature:

In tetrahydrofuran; for 0.666667h; Ambient temperature;

DOI:10.1139/v84-239

Reference yield: 46.0%

1,5-dimethyl-8-(1-methylethenyl)bicyclo<4.4.0>dec-4-en-3-one (138283-56-4) → 1,5-dimethyl-8-(1-methylethenyl)bicyclo<4.4.0>dec-4-ene (473-13-2,28290-23-5,35387-23-6,60132-30-1,64474-07-3,66141-13-7,70560-75-7,83378-03-4,123123-37-5,125408-91-5,138283-54-2)

Guidance literature:

With sodium tetrahydroborate; trifluoroacetic acid; In dichloromethane; acetonitrile; for 12h; -20 deg C to r.t.;

upstream raw materials:

farnesyl pyrophosphate

3,9-dimethyl-11-(methylethenyl)-1,3,9-decatriene

Methyltriphenylphosphonium bromide

trans-1-methyl-4'-methyl-7-acetyl-3,4,4',5,6,7,8,8'-octa-hydronaphtalene

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