cis-Isopiperitenol

Base Information

• Chemical Name: cis-Isopiperitenol
• CAS No.: 65733-29-1
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• UNII: 6SN9BY363F,A742FY6U66
• Nikkaji Number: J487.296G
• Mol file: 65733-29-1.mol

Synonyms:cis-Isopiperitenol;Isopiperitenol, cis-;(+)-cis-Isopiperitenol;(S,S)-cis-Isopiperitenol;Isopiperitenol, cis-(+)-;6SN9BY363F;cis-p-Mentha-1,8-dien-3-ol;A742FY6U66;p-Mentha-1,8-dien-3-ol, cis-;4017-76-9;cis-3-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-ol;(1S,6S)-3-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-ol;2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethenyl)-, (1S,6S)-;2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethenyl)-, (1S-cis)-;Rel-(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-ol;2-Cyclohexen-1-ol, 3-methyl-6-(1-methylethenyl)-, (1R,6R)-rel-;65733-29-1;UNII-6SN9BY363F;UNII-A742FY6U66;SCHEMBL25933425

Chemical Property of cis-Isopiperitenol

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 191

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of cis-Isopiperitenol

There total 5 articles about cis-Isopiperitenol 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: 92.0%

(S)-isopiperitenone (16750-82-6) → (+)-p-menthadiene-3-ol (491-05-4,4017-76-9,4017-77-0,65733-29-1,65733-30-4,74410-00-7,96555-02-1,115362-62-4,141316-25-8)

Guidance literature:

(S)-isopiperitenone; With cerium(III) chloride heptahydrate; In methanol; at 20 ℃; for 0.166667h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 0.5h;

DOI:10.1039/c4cc08562k

Reference yield: 24.0%

(1R,2R,6S)-2-bromo-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enol (1469904-17-3) → (1S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enol (122621-70-9) + (1S,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-enol (65733-29-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 5h;

DOI:10.2174/1573406411309050013

Reference yield:

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → (+)-p-menthadiene-3-ol (491-05-4,4017-76-9,4017-77-0,65733-29-1,65733-30-4,74410-00-7,96555-02-1,115362-62-4,141316-25-8)

Guidance literature:

photosensitized oxidation;

DOI:10.1016/j.tetasy.2008.10.022

upstream raw materials:

D-limonene

(S)-isopiperitenone

(3E,7Z)-3,7-dimethyl-2,5,6,9-tetrahydrooxonine

(1R,2R,6S)-2-bromo-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-enol

Downstream raw materials:

Δ⁹-tetrahydrocannabinol

(S)-(+)-piperitone

dronabinol

(6aR,10aR)-6,6,9-trimethyl-3-phenethyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol