(1S,4R,8R)-3-(but-3-enyl)-8-methoxy-1,8-dimethyl-6-phenylbicyclo[2.2.2]octa-2,5-dien-2-yl trifluoromethanesulfonate

Base Information

Chemical Name:(1S,4R,8R)-3-(but-3-enyl)-8-methoxy-1,8-dimethyl-6-phenylbicyclo[2.2.2]octa-2,5-dien-2-yl trifluoromethanesulfonate
CAS No.:791854-89-2
Molecular Formula:C₂₂H₂₅F₃O₄S
Molecular Weight:442.499
Hs Code.:

Synonyms:(1S,4R,8R)-3-(but-3-enyl)-8-methoxy-1,8-dimethyl-6-phenylbicyclo[2.2.2]octa-2,5-dien-2-yl trifluoromethanesulfonate

Suppliers and Price of (1S,4R,8R)-3-(but-3-enyl)-8-methoxy-1,8-dimethyl-6-phenylbicyclo[2.2.2]octa-2,5-dien-2-yl trifluoromethanesulfonate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S,4R,8R)-3-(but-3-enyl)-8-methoxy-1,8-dimethyl-6-phenylbicyclo[2.2.2]octa-2,5-dien-2-yl trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,4R,8R)-3-(but-3-enyl)-8-methoxy-1,8-dimethyl-6-phenylbicyclo[2.2.2]octa-2,5-dien-2-yl trifluoromethanesulfonate

There total 5 articles about (1S,4R,8R)-3-(but-3-enyl)-8-methoxy-1,8-dimethyl-6-phenylbicyclo[2.2.2]octa-2,5-dien-2-yl trifluoromethanesulfonate 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:

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 791854-78-9
(1S,3S,4R,5R)-3-(but-3-enyl)-5-methoxy-1,5-dimethyl-7-phenylbicyclo[2.2.2]oct-7-en-2-one

: 791854-89-2
(1S,4R,8R)-3-(but-3-enyl)-8-methoxy-1,8-dimethyl-6-phenylbicyclo[2.2.2]octa-2,5-dien-2-yl trifluoromethanesulfonate

Guidance literature:: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; diethylamine; In tetrahydrofuran; hexane; at -78 - 20 ℃;
DOI:10.1021/ol048240x

Reference yield:

: 2244-16-8,6485-40-1
(S)-p-mentha-6,8-dien-2-one

: 791854-89-2
(1S,4R,8R)-3-(but-3-enyl)-8-methoxy-1,8-dimethyl-6-phenylbicyclo[2.2.2]octa-2,5-dien-2-yl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: diethyl ether

1.2: 77 percent / PCC; silica gel / CH₂Cl₂

2.1: NBS / CH₂Cl₂ / -10 - 20 °C

2.2: 68 percent / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 20 °C

3.1: 57 percent / i-Pr₂NH; DMPU; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

4.1: Et₂NH; DMPU; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-Bromosuccinimide; n-butyllithium; diethylamine; diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ol048240x

Reference yield:

: 132610-89-0
(-)-(R)-2-methyl-5-isopropenyl-3-phenylcyclohex-2-en-1-one

: 791854-89-2
(1S,4R,8R)-3-(but-3-enyl)-8-methoxy-1,8-dimethyl-6-phenylbicyclo[2.2.2]octa-2,5-dien-2-yl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NBS / CH₂Cl₂ / -10 - 20 °C

1.2: 68 percent / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 20 °C

2.1: 57 percent / i-Pr₂NH; DMPU; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

3.1: Et₂NH; DMPU; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-Bromosuccinimide; n-butyllithium; diethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol048240x