(-)-1,6-Epoxyisodihydrocarveol

Base Information

• Chemical Name: (-)-1,6-Epoxyisodihydrocarveol
• CAS No.: 35692-59-2
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• DSSTox Substance ID: DTXSID10444956
• Nikkaji Number: J3.180.055B
• Wikidata: Q82263247
• Mol file: 35692-59-2.mol

Synonyms:(-)-1,6-Epoxyisodihydrocarveol;35692-59-2;(1S,2S,4S,6R)-1-methyl-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptan-2-ol;DTXSID10444956;(1S,6alpha)-1-Methyl-4alpha-isopropenyl-7-oxabicyclo[4.1.0]heptane-2beta-ol

Chemical Property of (-)-1,6-Epoxyisodihydrocarveol

Chemical Property:

• PSA: 32.76000
• LogP: 1.49090
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 224

Purity/Quality:

97% ^*data from raw suppliers

(-)-1,6-Epoxyisodihydrocarveol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=C)C1CC(C2(C(C1)O2)C)O
• Isomeric SMILES: CC(=C)[C@H]1C[C@@H]([C@]2([C@@H](C1)O2)C)O

Technology Process of (-)-1,6-Epoxyisodihydrocarveol

There total 14 articles about (-)-1,6-Epoxyisodihydrocarveol 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: 100.0%

(1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one (36616-60-1) → trans-1,2-Epoxy-p-menth-8-en-6-ol (13944-75-7,24120-79-4,31750-20-6,33318-22-8,35644-74-7,35692-59-2,39903-74-7,39903-81-6,39903-82-7,128385-82-0)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In methanol; for 1h; Ambient temperature;

Reference yield: 100.0%

(1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one (36616-60-1) → (1S,2S,4S,6R)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-ol (35692-59-2)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/S0040-4039(01)80335-X

Reference yield: 30.0%

(1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one (36616-60-1) → trans-1,2-Epoxy-p-menth-8-en-6-ol (13944-75-7,24120-79-4,31750-20-6,33318-22-8,35644-74-7,35692-59-2,39903-74-7,39903-81-6,39903-82-7,128385-82-0) + (1S,2S,4S,6R)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-ol (35692-59-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 24h; Ambient temperature;

DOI:10.1080/00397919508011466

upstream raw materials:

(1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one

(R)-Carvone

Downstream raw materials:

1-((1R,3S,5R,6S)-5-Hydroxy-6-methyl-7-oxa-bicyclo[4.1.0]hept-3-yl)-ethanone

tert-butyl-[(1S,2S,4R,6R)-4-iso-propenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yloxy]dimethylsilane

(1S,2S,4R)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol

(1S,2S,4R,6R)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-1-methyl-7-oxabicyclo[4.1.0]heptane