Bicyclo[2.2.1]hept-5-en-2-ol, 1,7,7-trimethyl-5-(2-propenyl)-, (1S,2R,4R)-(9CI)

Base Information

Chemical Name:Bicyclo[2.2.1]hept-5-en-2-ol, 1,7,7-trimethyl-5-(2-propenyl)-, (1S,2R,4R)-(9CI)
CAS No.:607405-70-9
Molecular Formula:C13H20O
Molecular Weight:192.2973
Hs Code.:
DSSTox Substance ID:DTXSID90448391
Wikidata:Q82267361
Mol file:607405-70-9.mol

Synonyms:607405-70-9;Bicyclo[2.2.1]hept-5-en-2-ol, 1,7,7-trimethyl-5-(2-propenyl)-, (1S,2R,4R)- (9CI);DTXSID90448391;Bicyclo[2.2.1]hept-5-en-2-ol, 1,7,7-trimethyl-5-(2-propenyl)-, (1S,2R,4R)-(9CI)

Suppliers and Price of Bicyclo[2.2.1]hept-5-en-2-ol, 1,7,7-trimethyl-5-(2-propenyl)-, (1S,2R,4R)-(9CI)

Supply Marketing:

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

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Chemical Property of Bicyclo[2.2.1]hept-5-en-2-ol, 1,7,7-trimethyl-5-(2-propenyl)-, (1S,2R,4R)-(9CI)

Chemical Property:

PSA：20.23000
LogP:2.91580
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:192.151415257
Heavy Atom Count:14
Complexity:300

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(C2CC(C1(C=C2CC=C)C)O)C
Isomeric SMILES:C[C@]12C=C([C@H](C1(C)C)C[C@H]2O)CC=C

Technology Process of Bicyclo[2.2.1]hept-5-en-2-ol, 1,7,7-trimethyl-5-(2-propenyl)-, (1S,2R,4R)-(9CI)

There total 3 articles about Bicyclo[2.2.1]hept-5-en-2-ol, 1,7,7-trimethyl-5-(2-propenyl)-, (1S,2R,4R)-(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: 74.0%

: 607405-65-2
2-[[(1S,2R,4R)-5-allyl-1,7,7-trimethylbicyclo[2.2.1]hept-5-en-2-yl]oxy]tetrahydro-2H-pyran

: 607405-70-9
(1S,2R,4R)-5-allyl-1,7,7-trimethylbicyclo[2.2.1]hept-5-en-2-ol

Guidance literature:: With methanol; pyridinium p-toluenesulfonate; at 20 ℃;
DOI:10.1021/jo0301346

Reference yield:

: (1S,4S,5R)-4,7,7-Trimethyl-5-(tetrahydro-pyran-2-yloxy)-bicyclo[2.2.1]heptan-2-one

: 607405-70-9
(1S,2R,4R)-5-allyl-1,7,7-trimethylbicyclo[2.2.1]hept-5-en-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hexamethyldisilazide / tetrahydrofuran; toluene / 0 - 20 °C

1.2: 78 percent / tetrahydrofuran; toluene / 4.75 h / 0 - 20 °C

2.1: 89 percent / lithium chloride / Pd(PPh₃)2Cl₂ / dimethylformamide / 2 h / 100 °C

3.1: 74 percent / pyridinium p-toluenesulfonate; methanol / 20 °C

With methanol; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo0301346

Reference yield:

: 607405-58-3
(1S,4S,5R)-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]hept-2-en-2-ol trifluoromethanesulfonate

: 607405-70-9
(1S,2R,4R)-5-allyl-1,7,7-trimethylbicyclo[2.2.1]hept-5-en-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / lithium chloride / Pd(PPh₃)2Cl₂ / dimethylformamide / 2 h / 100 °C

2: 74 percent / pyridinium p-toluenesulfonate; methanol / 20 °C

With methanol; pyridinium p-toluenesulfonate; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide;
DOI:10.1021/jo0301346