ar-Turmerone

Base Information

• Chemical Name: ar-Turmerone
• CAS No.: 532-65-0
• Molecular Formula: C15H20O
• Molecular Weight: 216.323
• Hs Code.: 2914399090
• European Community (EC) Number: 664-010-2
• UNII: 1944T899NO
• DSSTox Substance ID: DTXSID60201258
• Nikkaji Number: J14.030I
• Wikidata: Q27138500
• Metabolomics Workbench ID: 124039
• ChEMBL ID: CHEMBL1668333
• Mol file: 532-65-0.mol

Synonyms:ar-turmerone;aromatic-turmerone

Chemical Property of ar-Turmerone

Chemical Property:

• Boiling Point: 325.7°Cat760mmHg
• Flash Point: 121.6°C
• PSA: 17.07000
• Density: 0.945g/cm³
• LogP: 4.02390
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 216.151415257
• Heavy Atom Count: 16
• Complexity: 253

Purity/Quality:

99%, ^*data from raw suppliers

(+)-ar-Turmerone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,N
• Statements: 36-43-51/53
• Safety Statements: 36/37-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of ar-Turmerone

There total 50 articles about ar-Turmerone 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: 94.0%

(6S)-2-methyl-6-p-tolylhept-2-en-4-ol → (+)-(S)-ar-turmerone (532-65-0)

Guidance literature:

With manganese(IV) oxide; In tetrachloromethane; at 60 ℃; for 0.5h;

DOI:10.1016/S0957-4166(02)00759-0

Reference yield: 93.0%

(S)-(+)-iso-ar-turmerone (77732-37-7) → (+)-(S)-ar-turmerone (532-65-0)

Guidance literature:

With piperidine; In diethyl ether;

DOI:10.1016/S0040-4039(00)78693-X

Reference yield: 89.0%

dimethyl (S)-(2-oxo-4-(p-tolyl)pentyl)phosphonate + acetone (67-64-1) → (+)-(S)-ar-turmerone (532-65-0)

Guidance literature:

With potassium carbonate; In ethanol; at 50 ℃; for 12h; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.8b00952

upstream raw materials:

(S)-4-(4-methylphenyl)pentan-2-one

sodium ethanolate

acetone

[⁽²⁾H₆]acetone

Downstream raw materials:

(+)-(7S,9R)-ar-turmerol

(+)-(7S,9S)-ar-turmerol

(S)-4-(4-methylphenyl)pentan-2-one

acetone

Refernces

• 1、 Sugiura, Masaharu,Ashikari, Yasuhiko,Takahashi, Yuka,Yamaguchi, Koki,Kotani, Shunsuke,Nakajima, Makoto. "Lewis Base-Catalyzed Enantioselective Conjugate Reduction of β,β-Disubstituted α,β-Unsaturated Ketones with Trichlorosilane: E/ Z-Isomerization, Regioselectivity, and Synthetic Applications". . p. 11458 - 11473. Retrieved 2019/10/11.
• 2、 Yan, Qiaozhi,Kong, Duanyang,Li, Meina,Hou, Guohua,Zi, Guofu. "Highly efficient Rh-catalyzed asymmetric hydrogenation of α,β-unsaturated nitriles". . p. 10177 - 10181. Retrieved 2015/09/01.