trans-Calamenene

Base Information

• Chemical Name: trans-Calamenene
• CAS No.: 40772-39-2
• Molecular Formula: C₁₅H₂₂
• Molecular Weight: 202.34
• UNII: XCK5IBT7TK
• Nikkaji Number: J494.057A
• Wikidata: Q67880179
• Mol file: 40772-39-2.mol

Synonyms:trans-Calamenene;(+)-trans-Calamenene;XCK5IBT7TK;Calamenene, trans-(+)-;(-)-Calamenene;Naphthalene, 1,2,3,4-tetrahydro-1,6-dimethyl-4-(1-methylethyl)-, (1S,4R)-;40772-39-2;UNII-XCK5IBT7TK;(1R,4S)-4-Isopropyl-1,6-dimethyl-1,2,3,4-tetrahydronaphthalene;PGTJIOWQJWHTJJ-QWHCGFSZSA-N;Q67880179

Chemical Property of trans-Calamenene

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 202.172150702
• Heavy Atom Count: 15
• Complexity: 206

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCC(C2=C1C=CC(=C2)C)C(C)C
• Isomeric SMILES: C[C@H]1CC[C@@H](C2=C1C=CC(=C2)C)C(C)C

Technology Process of trans-Calamenene

There total 12 articles about trans-Calamenene 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: 85.0%

(+)-muurolane-4,7-peroxide → (1R,10S)-7-(1-Methylethyl)-4,10-dimethylbicyclo[4.4.0]deca-4,6-diene (41702-64-1) + trans–calamene (40772-39-2) + (-)-Calamenene (483-77-2)

Guidance literature:

With Amberlyst; at 20 ℃; for 2h;

DOI:10.1016/j.phytochem.2005.01.015

Reference yield:

1(10),4-Cadinadien-8α-ol → calamenene (483-77-2,6617-49-8,22339-23-7,29448-31-5,35943-92-1,40772-39-2,57526-44-0,72937-55-4,73209-42-4) + 1,8-Oxidocadin-4-ene + 10-epi-1,8-Oxidocadin-4-ene

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 2h; Yield given. Yields of byproduct given; Heating;

Reference yield:

→ calamenene (483-77-2,6617-49-8,22339-23-7,29448-31-5,35943-92-1,40772-39-2,57526-44-0,72937-55-4,73209-42-4)

Guidance literature:

Khusinol, Benzol/BF3*Et2O/RT ( neben Khusinodiol );

DOI:10.1016/0040-4020(66)80154-0

upstream raw materials:

(S)-1-(4-methylphenyl)ethyl diisopropylcarbamate

(S)-tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(4-methylphenyl)pentanoate

(S)-tert-butyl 4-(4-methylphenyl)pentanoate

(1S,4S)-4,7-dimethyl-1,2,3,4-tetrahydronaphthalen-1-ol