1-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]-4-methylbenzene

Base Information

• Chemical Name: 1-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]-4-methylbenzene
• CAS No.: 18452-41-0
• Molecular Formula: C15H20
• Molecular Weight: 200.324
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID30472832
• Metabolomics Workbench ID: 166897
• Nikkaji Number: J15.389C
• Wikidata: Q82302003
• Mol file: 18452-41-0.mol

Synonyms:18452-41-0;1-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]-4-methylbenzene;Benzene, 1-[(1R,2S)-1,2-dimethyl-3-methylenecyclopentyl]-4-methyl-;1-(1alpha,2beta-Dimethyl-3-methylenecyclopentyl)-4-methylbenzene;DTXSID30472832

Chemical Property of 1-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]-4-methylbenzene

Chemical Property:

• PSA: 0.00000
• LogP: 4.23880
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 200.156500638
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(=C)CCC1(C)C2=CC=C(C=C2)C
• Isomeric SMILES: C[C@H]1C(=C)CC[C@@]1(C)C2=CC=C(C=C2)C

Technology Process of 1-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]-4-methylbenzene

There total 66 articles about 1-[(1R,2S)-1,2-dimethyl-3-methylidenecyclopentyl]-4-methylbenzene 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: 98.0%

(+)-(2S,3R)-2-<(methanesulfonyl)-oxy>methyl-3-methyl-1-methylidene-3-p-tolyl-cyclopentane (246039-83-8) → (+)-laurene (18452-41-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 0.5h; Heating;

DOI:10.1016/S0957-4166(99)00195-0

Reference yield: 56.0%

(2R,3R)-2,3-dimethyl-3-p-tolylcyclopentanone (22489-30-1) → (+)-laurene (18452-41-0)

Guidance literature:

With Tebbe reagent; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jo00125a042

Reference yield:

(R)-4,5-dimethyl-4-p-tolylcyclopentenone → (+)-laurene (18452-41-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 33 percent / NaBH₄, CeCl₃*7H₂O / methanol / 0.17 h

2: 99 percent / Jones reagent / acetone

3: 95 percent / H₂ / Pd/C / ethyl acetate / 1 h / 760 Torr

4: 56 percent / Tebbe reagent / tetrahydrofuran / 1 h / Ambient temperature

With sodium tetrahydroborate; jones reagent; cerium(III) chloride; Tebbe reagent; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; acetone;

DOI:10.1021/jo00125a042

upstream raw materials:

isodihydrolaurene

(2R,3R)-2,3-dimethyl-3-p-tolylcyclopentanone

1,1-dibromomethane

(+)-(2S,3R)-2-<(methanesulfonyl)-oxy>methyl-3-methyl-1-methylidene-3-p-tolyl-cyclopentane

Downstream raw materials:

(+)-isolaurene