(1S,3R)3-[(3E)-4-(acetyloxy)-3-methylbut-3-enyl]-2,2-dimethyl-4-methylenecyclohexyl acetate

Base Information

Chemical Name:(1S,3R)3-[(3E)-4-(acetyloxy)-3-methylbut-3-enyl]-2,2-dimethyl-4-methylenecyclohexyl acetate
CAS No.:357924-27-7
Molecular Formula:C₁₉H₃₀O₄
Molecular Weight:322.445
Hs Code.:

Synonyms:(1S,3R)3-[(3E)-4-(acetyloxy)-3-methylbut-3-enyl]-2,2-dimethyl-4-methylenecyclohexyl acetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,3R)3-[(3E)-4-(acetyloxy)-3-methylbut-3-enyl]-2,2-dimethyl-4-methylenecyclohexyl acetate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1S,3R)3-[(3E)-4-(acetyloxy)-3-methylbut-3-enyl]-2,2-dimethyl-4-methylenecyclohexyl acetate

There total 7 articles about (1S,3R)3-[(3E)-4-(acetyloxy)-3-methylbut-3-enyl]-2,2-dimethyl-4-methylenecyclohexyl 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: 95.0%

: 357924-26-6
1-{2-[3-(acetyloxy)-2,2-methyl-6-methylenecyclohexyl]ethyl}-1-methylprop-2-enyl acetate

: Acetic acid (1S,3R)-3-((Z)-5-acetoxy-3-methyl-pent-3-enyl)-2,2-dimethyl-4-methylene-cyclohexyl ester

: 357924-27-7
(1S,3R)3-[(3E)-4-(acetyloxy)-3-methylbut-3-enyl]-2,2-dimethyl-4-methylenecyclohexyl acetate

Guidance literature:: With dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; at 20 ℃; for 2h; Title compound not separated from byproducts;
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

: 357924-27-7
(1S,3R)3-[(3E)-4-(acetyloxy)-3-methylbut-3-enyl]-2,2-dimethyl-4-methylenecyclohexyl acetate

Guidance literature:: Multi-step reaction with 7 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

4.1: 88 percent / tributyltin hydride; ZnCl₂ / Pd(PPh₃)4 / 0.25 h / 25 °C

5.1: tetrahydrofuran / 0.25 h / -20 - 0 °C

6.1: Et₃N; DMAP / tetrahydrofuran / 24 h / Heating

7.1: 95 percent / dichloro bis(acetonitrile) palladium(II) / tetrahydrofuran / 2 h / 20 °C

With dmap; dichloro bis(acetonitrile) palladium(II); barium dihydroxide; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 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

: 357924-27-7
(1S,3R)3-[(3E)-4-(acetyloxy)-3-methylbut-3-enyl]-2,2-dimethyl-4-methylenecyclohexyl acetate

Guidance literature:: Multi-step reaction with 6 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

3.1: 88 percent / tributyltin hydride; ZnCl₂ / Pd(PPh₃)4 / 0.25 h / 25 °C

4.1: tetrahydrofuran / 0.25 h / -20 - 0 °C

5.1: Et₃N; DMAP / tetrahydrofuran / 24 h / Heating

6.1: 95 percent / dichloro bis(acetonitrile) palladium(II) / tetrahydrofuran / 2 h / 20 °C

With dmap; dichloro bis(acetonitrile) palladium(II); barium dihydroxide; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; triethylamine; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; toluene;
DOI:10.1002/1099-0690(200106)2001:12<2293::AID-EJOC2293>3.0.CO;2-E