trans Methyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate

Base Information

• Chemical Name: trans Methyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate
• CAS No.: 86885-57-6
• Molecular Formula: C7H10O3
• Molecular Weight: 142.155
• Mol file: 86885-57-6.mol

Synonyms:trans Methyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate;methyl (1R,3S,5S)-rel-6-oxabicyclo[3.1.0]hexane-3-carboxylate

Chemical Property of trans Methyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate

Chemical Property:

• PSA: 38.83000
• LogP: 0.33680

Purity/Quality:

97% ^*data from raw suppliers

methyl(1R,3S,5S)-rel-6-oxabicyclo[3.1.0]hexane-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans Methyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate

There total 3 articles about trans Methyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate 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: 30.0%

methyl cyclopent-3-ene-1-carboxylate (58101-60-3) → rac-methyl (1R,5S)-6-oxabicyclo[3.1.0]hexane-3-carboxylate (86885-57-6,86941-00-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield: 12.0%

methyl cyclopent-3-ene-1-carboxylate (58101-60-3) → trans-3-carbomethoxy-6-oxabicyclo<3.1.0>hexane (86885-57-6) + cis-3-carbomethoxy-6-oxabicyclo<3.1.0>hexane (86941-00-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In cyclohexane; for 20h; Ambient temperature;

DOI:10.1016/0957-4166(94)80072-3

Reference yield:

methyl cyclopent-3-ene-1-carboxylate (58101-60-3) → trans-3-carbomethoxy-6-oxabicyclo<3.1.0>hexane (86885-57-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

upstream raw materials:

methyl cyclopent-3-ene-1-carboxylate

Downstream raw materials:

(1S,3S,4S)-methyl 3-fluoro-4-hydroxycyclopentanecarboxylate

(1S,4R)-4-[2-amino-6-chloro-9H-purin-9-yl]-2-cyclopentene-1-methanol

Toluene-4-sulfonic acid (1S,3S,5R)-1-(6-oxa-bicyclo[3.1.0]hex-3-yl)methyl ester

methyl (3R,4R)-3,4-dihydroxycyclopentanecarboxylate