Cuparene

Base Information

Chemical Name:Cuparene
CAS No.:16982-00-6
Molecular Formula:C₁₅H₂₂
Molecular Weight:202.34
Hs Code.:2902909090
European Community (EC) Number:241-061-5
UNII:24IR5X2B93
DSSTox Substance ID:DTXSID70168762
Nikkaji Number:J14.929B
Mol file:16982-00-6.mol

Synonyms:cuparene

Suppliers and Price of Cuparene

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

Sigma-Aldrich
(+)-Cuparene ≥99.0% (sum of enantiomers, GC)
1ml
$ 475.00

American Custom Chemicals Corporation
(+)-CUPARENE 95.00%
1ML
$ 982.33

Total 22 raw suppliers

Chemical Property of Cuparene

Chemical Property:

Vapor Pressure:0.0123mmHg at 25°C
Refractive Index:n20/D 1.523
Boiling Point:269°Cat760mmHg
Flash Point:113.3°C
PSA：0.00000
Density:0.895g/cm³
LogP:4.46280
Storage Temp.:2-8°C
XLogP3:5.5
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:0
Rotatable Bond Count:1
Exact Mass:202.172150702
Heavy Atom Count:15
Complexity:220

Purity/Quality:

98% ^*data from raw suppliers

(+)-Cuparene ≥99.0% (sum of enantiomers, GC) ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xn
Hazard Codes:Xn
Statements: 22
Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC1=CC=C(C=C1)C2(CCCC2(C)C)C
Isomeric SMILES:CC1=CC=C(C=C1)[C@@]2(CCCC2(C)C)C

Technology Process of Cuparene

There total 124 articles about Cuparene 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: 63.0%

: 16196-32-0,51704-29-1,62447-70-5,69278-37-1
(S)-2,2,3-trimethyl-3-(p-tolyl)cyclopentan-1-one

: 16982-00-6,51773-81-0,56324-31-3,72851-29-7
cuparene

Guidance literature:: With hydrazine dihydrochloride; hydrazine hydrate; potassium hydroxide; In diethylene glycol; at 120 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.tetlet.2020.152169

Reference yield:

: 29606-94-8
(1S,3R)-3-(methoxycarbonyl)-2,2,3-trimethylcyclopentanecarboxylic acid

: 16982-00-6,51773-81-0,56324-31-3,72851-29-7
cuparene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 59 percent / quinoline; ^tBuSH / benzene / 6 h / Irradiation

2.1: 84 percent / LiAlH₄ / diethyl ether / 2 h / 0 - 20 °C

3.1: oxalyl chloride; DMSO / CH₂Cl₂ / 0.75 h / -78 °C

3.2: 89 percent / triethylamine / CH₂Cl₂ / 1 h / -78 - 20 °C

4.1: toluene / 24 h / 140 °C

4.2: sodium hydroxide / ethanol; H₂O / Heating

4.3: acridine / benzene / Irradiation

5.1: 18 mg / DDQ / benzene / 60 °C

With quinoline; lithium aluminium tetrahydride; oxalyl dichloride; 2-methylpropan-2-thiol; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; toluene; benzene; 3.1: Swern oxidation / 5.1: Diels-Alder reaction;
DOI:10.1016/S0040-4020(03)00807-X

Reference yield:

: 124-83-4
D-(+)-camphoric acid

: 16982-00-6,51773-81-0,56324-31-3,72851-29-7
cuparene

Guidance literature:: Multi-step reaction with 14 steps

1: 92 percent / H₂SO₄ / 4 h

2: 89 percent / KOH / methanol / 72 h / Heating

3: 78 percent / Pb(OAc)4; Cu(OAc)2*H₂O; pyridine / benzene / 2 h / Heating

4: LiAlH₄ / diethyl ether / 1 h / 0 °C

5: PySO₃; Et₃N / dimethylsulfoxide

6: 19 g / CHCl₃ / 30 h / Heating

7: DIBAH / tetrahydrofuran / 1 h / 0 °C

8: 10.4 g / MnO₂ / CH₂Cl₂ / 24 h / Heating

9: 75 percent / CHCl₃ / 36 Torr / Heating

10: Et₃N / tetrahydrofuran / 20 h / 2 °C

11: LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

12: 900 mg / H₂ / Pd/C / ethyl acetate / 36 h

13: NaH / tetrahydrofuran / 2 h

14: 220 mg / Li; NH₃ / diethyl ether / 0.33 h / -78 °C

With pyridine; lead(IV) acetate; manganese(IV) oxide; potassium hydroxide; lithium aluminium tetrahydride; copper diacetate; sulfuric acid; ammonia; hydrogen; sulfur trioxide pyridine complex; lithium; sodium hydride; diisobutylaluminium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; dimethyl sulfoxide; ethyl acetate; benzene; 1: Esterification / 2: Hydrolysis / 3: Elimination / 4: Reduction / 5: Oxidation / 6: Wittig reaction / 7: Reduction / 8: Oxidation / 9: Wittig reaction / 10: Cyclization / 11: Reduction / 12: Reduction / 13: Condensation / 14: Reduction;
DOI:10.1021/jo9909148