(S)-curcumene

Base Information

• Chemical Name: (S)-curcumene
• CAS No.: 3649-81-8
• Molecular Formula: C₁₅H₂₂
• Molecular Weight: 202.34
• Mol file: 3649-81-8.mol

Synonyms:

Chemical Property of (S)-curcumene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-curcumene

There total 136 articles about (S)-curcumene 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: 97.0%

C15H19F3O3S + methylmagnesium bromide (75-16-1) → (S)-curcumene (3649-81-8,4176-17-4,644-30-4,4176-06-1)

Guidance literature:

With iron(III)-acetylacetonate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; diethyl ether; at 0 ℃; for 0.25h;

DOI:10.1021/ja1034842

Reference yield: 89.0%

(S)-5-methyl-2-(6-methylhept-5-en-2-yl)benzoic acid (1580457-76-6) → (S)-curcumene (3649-81-8,4176-17-4,644-30-4,4176-06-1)

Guidance literature:

With quinoline; copper; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c4ob00018h

Reference yield: 79.0%

(-)-(R)-4-(p-tolyl)pentanal (122091-57-0) + isopropyltriphenylphosphonium iodide (24470-78-8) → (R)-(-)-α-curcumene (4176-17-4,644-30-4,3649-81-8,4176-06-1)

Guidance literature:

isopropyltriphenylphosphonium iodide; With n-butyllithium; In tetrahydrofuran; hexane; at -15 ℃; for 0.583333h; Inert atmosphere;

(-)-(R)-4-(p-tolyl)pentanal; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetasy.2015.11.009

upstream raw materials:

(-)-β-curcumene

2-(3-Methyl-but-2-enyl)-2-((S)-1-p-tolyl-ethyl)-[1,3]dithiane

diethoxyphosphoryl-acetic acid ethyl ester

isopropyltriphenylphosphonium iodide

Downstream raw materials:

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

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

(+)-(S)-dihydro-ar-curcumene

(S,E)-ethyl 6-p-tolyhept-2-enoate

Refernces

• 1、 Skotnitzki, Juri,Kremsmair, Alexander,Keefer, Daniel,Gong, Ye,de Vivie-Riedle, Regina,Knochel, Paul. "Stereoselective Csp3?Csp2 Cross-Couplings of Chiral Secondary Alkylzinc Reagents with Alkenyl and Aryl Halides". . p. 320 - 324. Retrieved 2019/11/26.
• 2、 -. "A asymmetric catalytic synthesis (S)- aryl curcumene method". Paragraph 0011; 0043; 0044; 0045. . Retrieved 2017/08/25.