7-Oxabicyclo[4.1.0]heptane, 4-ethynyl-1-methyl-, [1R-(1alpha,4alpha,6alpha)]- (9CI)

Base Information

• Chemical Name: 7-Oxabicyclo[4.1.0]heptane, 4-ethynyl-1-methyl-, [1R-(1alpha,4alpha,6alpha)]- (9CI)
• CAS No.: 121467-29-6
• Molecular Formula: C₉H₁₂O
• Molecular Weight: 136.194
• Mol file: 121467-29-6.mol

Synonyms:7-Oxabicyclo[4.1.0]heptane, 4-ethynyl-1-methyl-, [1R-(1alpha,4alpha,6alpha)]- (9CI)

Chemical Property of 7-Oxabicyclo[4.1.0]heptane, 4-ethynyl-1-methyl-, [1R-(1alpha,4alpha,6alpha)]- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-Oxabicyclo[4.1.0]heptane, 4-ethynyl-1-methyl-, [1R-(1alpha,4alpha,6alpha)]- (9CI)

There total 2 articles about 7-Oxabicyclo[4.1.0]heptane, 4-ethynyl-1-methyl-, [1R-(1alpha,4alpha,6alpha)]- (9CI) 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:

1-(3S)-(6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl)ethanone (203508-62-7,1932365-85-9) → (S)-4-Ethynyl-1-methyl-7-oxa-bicyclo[4.1.0]heptane (121383-74-2,121467-29-6,125356-11-8,125356-12-9)

Guidance literature:

Multistep reaction;

DOI:10.1055/s-1989-27309

Reference yield:

(1R,2S,4R)-1-methyl-4-(1-oxoethyl)cyclohexane 1,2-oxide (57072-60-3,1932365-85-9) → (1R,4R,6S)-4-Ethynyl-1-methyl-7-oxa-bicyclo[4.1.0]heptane (121467-29-6)

Guidance literature:

Multistep reaction;

DOI:10.1055/s-1989-27309

Reference yield:

(S)-4-Ethynyl-1-methyl-7-oxa-bicyclo[4.1.0]heptane (121383-74-2,121467-29-6,125356-11-8,125356-12-9) → (Z)-(1R,2S,4S)-4-(1',5'-Dimethylhexa-1',4'-dienyl)-1,2-epoxy-1-methylcyclohexane (111613-41-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) n-BuLi

2: 1.) copper(I) iodide / 1.) THF, ether, 0 deg C, 15 min, 2.) -78 deg C, 3 h

3: DIBAL / tetrahydrofuran / -78 °C

4: CBr₄, PPh₃ / CH₂Cl₂ / -40 °C

5: 1.) t-BuLi / 1.) THF, pentane, -78 deg C, 2.5 h, 2.) -78 deg C, 10 min

With copper(l) iodide; n-butyllithium; carbon tetrabromide; tert.-butyl lithium; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1989-27309

upstream raw materials:

1-(3S)-(6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl)ethanone

(1R,2S,4R)-1-methyl-4-(1-oxoethyl)cyclohexane 1,2-oxide

Downstream raw materials:

(Z)-(1R,2S,4S)-4-(1',5'-Dimethylhexa-1',4'-dienyl)-1,2-epoxy-1-methylcyclohexane