Ethanone, 1-(5-hydroxy-6-methyl-7-oxabicyclo[4.1.0]hept-3-yl)-, [1R-

Base Information

• Chemical Name: Ethanone, 1-(5-hydroxy-6-methyl-7-oxabicyclo[4.1.0]hept-3-yl)-, [1R-
• CAS No.: 191410-13-6
• Molecular Formula: C₉H₁₄O₃
• Molecular Weight: 170.208
• Mol file: 191410-13-6.mol

Synonyms:Ethanone,1-(5-hydroxy-6-methyl-7-oxabicyclo[4.1.0]hept-3-yl)-, [1R-(1a,3a,5a,6a)]- (9CI)

Chemical Property of Ethanone, 1-(5-hydroxy-6-methyl-7-oxabicyclo[4.1.0]hept-3-yl)-, [1R-

Chemical Property:

• PSA: 49.83000
• LogP: 0.50380

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethanone, 1-(5-hydroxy-6-methyl-7-oxabicyclo[4.1.0]hept-3-yl)-, [1R-

There total 3 articles about Ethanone, 1-(5-hydroxy-6-methyl-7-oxabicyclo[4.1.0]hept-3-yl)-, [1R- 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: 73.0%

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) → 1-((1R,3S,5R,6S)-5-Hydroxy-6-methyl-7-oxa-bicyclo[4.1.0]hept-3-yl)-ethanone (191410-13-6)

Guidance literature:

With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; for 12h; Ambient temperature;

Reference yield:

(1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one (36616-60-1) → 1-((1R,3S,5R,6S)-5-Hydroxy-6-methyl-7-oxa-bicyclo[4.1.0]hept-3-yl)-ethanone (191410-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaBH₄, CeCl₃ / methanol / 1 h / Ambient temperature

2: 73 percent / OsO₄, NaIO₄ / tetrahydrofuran; H₂O / 12 h / Ambient temperature

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; cerium(III) chloride; In tetrahydrofuran; methanol; water;

Reference yield:

(R)-Carvone (6485-40-1,2244-16-8) → 1-((1R,3S,5R,6S)-5-Hydroxy-6-methyl-7-oxa-bicyclo[4.1.0]hept-3-yl)-ethanone (191410-13-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / H₂O₂, NaOH / methanol / 3 h / -10 °C

2: 100 percent / NaBH₄, CeCl₃ / methanol / 1 h / Ambient temperature

3: 73 percent / OsO₄, NaIO₄ / tetrahydrofuran; H₂O / 12 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; cerium(III) chloride; dihydrogen peroxide; In tetrahydrofuran; methanol; water;

upstream raw materials:

trans-1,2-Epoxy-p-menth-8-en-6-ol

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

(R)-Carvone