alpha-Cyperol

Base Information

• Chemical Name: alpha-Cyperol
• CAS No.: 20084-99-5
• Molecular Formula: C15H24 O
• Molecular Weight: 220.355
• NSC Number: 118867
• Wikidata: Q110079526
• Metabolomics Workbench ID: 46812
• Mol file: 20084-99-5.mol

Synonyms:alpha-Cyperol;a-Cyperol;CHEBI:191463;NSC118867;1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-ol;NSC-118867;1,4a-dimethyl-7-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-ol

Chemical Property of alpha-Cyperol

Chemical Property:

• PSA: 20.23000
• LogP: 3.84010
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 220.182715385
• Heavy Atom Count: 16
• Complexity: 339

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2CC(CCC2(CCC1O)C)C(=C)C

Technology Process of alpha-Cyperol

There total 4 articles about alpha-Cyperol 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: 94.2%

(2R,4aS,7R)-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-ol acetate → (2R,4aS,7R)-1,4a-dimethyl-7-(prop-1-en-2-yl)2,3,4,4a5,6,7,8-octahydronaphthalen-2-ol (20084-99-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 24h; enantioselective reaction;

Reference yield: 56.0%

eudesma-4,11-dien-3-one (473-08-5) → (2R,4aS,7R)-1,4a-dimethyl-7-(prop-1-en-2-yl)2,3,4,4a5,6,7,8-octahydronaphthalen-2-ol (20084-99-5)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at -18 - 20 ℃; for 1h;

DOI:10.5012/bkcs.2013.34.11.3499

Reference yield:

7-epi-cyperone (2303-31-3) → (-)-7-epi-α-cyperol (17023-63-1,18526-70-0,20084-99-5,76704-29-5,76704-33-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/ja00998a029

upstream raw materials:

7-epi-cyperone

(R)-1-phenyl-ethyl-amine

eudesma-4,11-dien-3-one

Downstream raw materials:

eudesma-4,11-dien-3-one

Refernces

• 1、 Park, Ju-Young,Shin, Young-Gyun,Kim, Kee-Won,Kwon, Young-Bae,Yoon, Sung-Hwa. "Syntheses of 7-substituted a-cyperone derivatives for selective sigma-1 receptor over cannabinoid-1 receptor binding affinities". . p. 3499 - 3502. Retrieved 2014/01/06.