(1S,2S,3R,5R)-2,3-epoxy-5-isopropenyl-2-methylcyclohex-2-enol

Base Information

• Chemical Name: (1S,2S,3R,5R)-2,3-epoxy-5-isopropenyl-2-methylcyclohex-2-enol
• CAS No.: 39903-74-7
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.236
• Mol file: 39903-74-7.mol

Synonyms:(1S,2S,3R,5R)-2,3-epoxy-5-isopropenyl-2-methylcyclohex-2-enol

Chemical Property of (1S,2S,3R,5R)-2,3-epoxy-5-isopropenyl-2-methylcyclohex-2-enol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,3R,5R)-2,3-epoxy-5-isopropenyl-2-methylcyclohex-2-enol

There total 7 articles about (1S,2S,3R,5R)-2,3-epoxy-5-isopropenyl-2-methylcyclohex-2-enol 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:

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

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

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

(1R,2S,4S)-4-isopropyl-1-methylcyclohexane-1,2-diol