Bicyclo[2.2.2]octa-2,5-diene, 8-methoxy-1,8-dimethyl-3-(2-propenyl)-, (1S,4R,8R)- (9CI)

Base Information

Chemical Name:Bicyclo[2.2.2]octa-2,5-diene, 8-methoxy-1,8-dimethyl-3-(2-propenyl)-, (1S,4R,8R)- (9CI)
CAS No.:791854-79-0
Molecular Formula:C₁₄H₂₀O
Molecular Weight:204.312
Hs Code.:
Mol file:791854-79-0.mol

Synonyms:Bicyclo[2.2.2]octa-2,5-diene,8-methoxy-1,8-dimethyl-3-(2-propenyl)-, (1S,4R,8R)- (9CI)

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Chemical Property of Bicyclo[2.2.2]octa-2,5-diene, 8-methoxy-1,8-dimethyl-3-(2-propenyl)-, (1S,4R,8R)- (9CI)

Chemical Property:

PSA：9.23000
LogP:3.49000

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

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Technology Process of Bicyclo[2.2.2]octa-2,5-diene, 8-methoxy-1,8-dimethyl-3-(2-propenyl)-, (1S,4R,8R)- (9CI)

There total 3 articles about Bicyclo[2.2.2]octa-2,5-diene, 8-methoxy-1,8-dimethyl-3-(2-propenyl)-, (1S,4R,8R)- (9CI) 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:

: 791854-95-0
(1S,4R,5R)-3-allyl-5-methoxy-1,5-dimethylbicyclo[2.2.2]octa-2,7-dien-2-yl trifluoromethanesulfonate

: 791854-79-0
(1S,4R,5R)-3-allyl-5-methoxy-1,5-dimethylbicyclo[2.2.2]octa-2,7-diene

Guidance literature:: With formic acid; tributyl-amine; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 60 ℃;
DOI:10.1021/ol048240x

Reference yield:

: 179093-68-6,671211-41-9
(1S,4S,8R)-8-methoxy-1,8-dimethylbicyclo[2.2.2]oct-5-en-2-one

: 791854-79-0
(1S,4R,5R)-3-allyl-5-methoxy-1,5-dimethylbicyclo[2.2.2]octa-2,7-diene

Guidance literature:: Multi-step reaction with 3 steps

1: i-Pr₂NH; DMPU; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

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

3: PPh₃; n-Bu₃N; HCO₂H / Pd(OAc)2 / dimethylformamide / 60 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; formic acid; tributyl-amine; diethylamine; diisopropylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol048240x

Reference yield:

: 791854-94-9
(1S,3S,4R,5R)-3-allyl-5-methoxy-1,5-dimethylbicyclo[2.2.2]oct-7-en-2-one

: 791854-79-0
(1S,4R,5R)-3-allyl-5-methoxy-1,5-dimethylbicyclo[2.2.2]octa-2,7-diene

Guidance literature:: Multi-step reaction with 2 steps

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

2: PPh₃; n-Bu₃N; HCO₂H / Pd(OAc)2 / dimethylformamide / 60 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; formic acid; tributyl-amine; diethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ol048240x