7-Oxabicyclo[4.1.0]heptan-2-ol, 1-methyl-4-(1-methylethenyl)-

Base Information

• Chemical Name: 7-Oxabicyclo[4.1.0]heptan-2-ol, 1-methyl-4-(1-methylethenyl)-
• CAS No.: 13944-75-7
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.236
• DSSTox Substance ID: DTXSID70404177
• Nikkaji Number: J856.643G
• Mol file: 13944-75-7.mol

Synonyms:13944-75-7;7-Oxabicyclo[4.1.0]heptan-2-ol, 1-methyl-4-(1-methylethenyl)-;DTXSID70404177;FT-0667927

Chemical Property of 7-Oxabicyclo[4.1.0]heptan-2-ol, 1-methyl-4-(1-methylethenyl)-

Chemical Property:

• 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:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C1CC(C2(C(C1)O2)C)O

Technology Process of 7-Oxabicyclo[4.1.0]heptan-2-ol, 1-methyl-4-(1-methylethenyl)-

There total 7 articles about 7-Oxabicyclo[4.1.0]heptan-2-ol, 1-methyl-4-(1-methylethenyl)- 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: 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

Reference yield:

(1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one (36616-60-1) → (1S,4S,6R)-4-Isopropenyl-1-methyl-7-oxa-bicyclo[4.1.0]heptan-2-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:

(1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one; With sodium tetrahydroborate; cerium(III) chloride; In methanol; Triethylene glycol dimethyl ether; at -20 ℃; for 1.5h;

With water; In methanol; Triethylene glycol dimethyl ether; at 20 ℃; Product distribution / selectivity;

upstream raw materials:

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

(R)-Carvone

Downstream raw materials:

tert-butyl{[(1R,2R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yl]oxy}diphenylsilane

3,5-dinitrobenzoate ester of (+)-trans-carveol

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