(1S,3R)-2,2-dimethyl-4-methylene-3-[(1E)-3-oxobut-1-enyl]cyclohexyl acetate

Base Information

Chemical Name:(1S,3R)-2,2-dimethyl-4-methylene-3-[(1E)-3-oxobut-1-enyl]cyclohexyl acetate
CAS No.:357924-24-4
Molecular Formula:C₁₅H₂₂O₃
Molecular Weight:250.338
Hs Code.:

Synonyms:(1S,3R)-2,2-dimethyl-4-methylene-3-[(1E)-3-oxobut-1-enyl]cyclohexyl acetate

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Chemical Property of (1S,3R)-2,2-dimethyl-4-methylene-3-[(1E)-3-oxobut-1-enyl]cyclohexyl acetate

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Technology Process of (1S,3R)-2,2-dimethyl-4-methylene-3-[(1E)-3-oxobut-1-enyl]cyclohexyl acetate

There total 3 articles about (1S,3R)-2,2-dimethyl-4-methylene-3-[(1E)-3-oxobut-1-enyl]cyclohexyl acetate 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%

: 108-24-7
acetic anhydride

: 357924-23-3
1-(8,8-dimethyl-2-methylene-6-oxabicyclo[3.2.1]oct-7-yl)acetone

: 357924-24-4
(1S,3R)-2,2-dimethyl-4-methylene-3-[(1E)-3-oxobut-1-enyl]cyclohexyl acetate

Guidance literature:: With pyridinium p-toluenesulfonate; In toluene; at 110 ℃; for 7h;
DOI:10.1002/1099-0690(200106)2001:12<2293::AID-EJOC2293>3.0.CO;2-E

Reference yield:

: 358339-06-7
(1R,5S)-(+)-8,8-dimethyl-2-methylene-6-oxabicyclo[3.2.1]octan-7-one

: 357924-24-4
(1S,3R)-2,2-dimethyl-4-methylene-3-[(1E)-3-oxobut-1-enyl]cyclohexyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / toluene / 0.75 h / -70 - 20 °C

2.1: Ba(OH)2*8H₂O / 2 h / 140 °C

2.2: 92 percent / tetrahydrofuran; H₂O / 30 h / 20 °C

3.1: 81 percent / PPTS / toluene / 7 h / 110 °C

With barium dihydroxide; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In toluene;
DOI:10.1002/1099-0690(200106)2001:12<2293::AID-EJOC2293>3.0.CO;2-E

Reference yield:

: 357924-22-2
8,8-dimethyl-2-methylene-6-oxabicyclo[3.2.1]octan-7-ol

: 357924-24-4
(1S,3R)-2,2-dimethyl-4-methylene-3-[(1E)-3-oxobut-1-enyl]cyclohexyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: Ba(OH)2*8H₂O / 2 h / 140 °C

1.2: 92 percent / tetrahydrofuran; H₂O / 30 h / 20 °C

2.1: 81 percent / PPTS / toluene / 7 h / 110 °C

With barium dihydroxide; pyridinium p-toluenesulfonate; In toluene;
DOI:10.1002/1099-0690(200106)2001:12<2293::AID-EJOC2293>3.0.CO;2-E