ethyl (1R,4S,6S)-7-oxabicyclo[4.1.0]heptane-4-carboxylate

Base Information

• Chemical Name: ethyl (1R,4S,6S)-7-oxabicyclo[4.1.0]heptane-4-carboxylate
• CAS No.: 365997-31-5
• Molecular Formula: C9H14O3
• Molecular Weight: 170.208
• Mol file: 365997-31-5.mol

Synonyms:D-1332;7-Oxabicyclo[4.1.0]heptane-3-carboxylic acid,ethyl ester,(1S,3S,6R);

Chemical Property of ethyl (1R,4S,6S)-7-oxabicyclo[4.1.0]heptane-4-carboxylate

Chemical Property:

• PSA: 38.83000
• LogP: 1.11700

Purity/Quality:

97% ^*data from raw suppliers

(1S,3S,6R)-7-Oxabicyclo[4.1.0]heptane-3-carboxylicacidethylester 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl (1R,4S,6S)-7-oxabicyclo[4.1.0]heptane-4-carboxylate

There total 7 articles about ethyl (1R,4S,6S)-7-oxabicyclo[4.1.0]heptane-4-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: 94.0%

ethanol (64-17-5) + (1S,4S,5S)-4-iodo-6-oxabicyclo<3.2.1>octan-7-one (123536-66-3) → (1S,3S,6R)-7-oxabicyclo[4.1.0]heptane-3-carboxylic acid ethyl ester (365997-31-5)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃;

DOI:10.1016/j.bmcl.2020.126969

Reference yield:

(1S,4S,5S)-4-iodo-6-oxabicyclo<3.2.1>octan-7-one (123536-66-3) → (1S,3S,6R)-7-oxabicyclo[4.1.0]heptane-3-carboxylic acid ethyl ester (365997-31-5)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃; for 3h;

Reference yield:

ethanol (64-17-5) + (1S,4S,5S)-4-bromo-6-oxabicyclo<3.2.1>octan-7-one (139893-81-5) → (1S,3S,6R)-7-oxabicyclo[4.1.0]heptane-3-carboxylic acid ethyl ester (365997-31-5)

Guidance literature:

With potassium carbonate; at 75 ℃; for 2h;

upstream raw materials:

(1S,4S,5S)-4-iodo-6-oxabicyclo<3.2.1>octan-7-one

ethanol

(1S)-3-cyclohexene-1-carboxylic acid (R)-(+)-α-methylbenzylamine salt

1,2,5,6-tetrahydrobenzoic acid

Downstream raw materials:

ethyl (1S,3R,4R)-3-azido-4-hydroxycyclohexane-1-carboxylate

(1S,3R,4R)-3-[(tert-butoxycarbonyl)amino]-4-[(methylsulfonyl)oxy]cyclohexanecarboxylic acid ethyl ester

ethyl (1S,3R,4R)-4-(((benzyloxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

ethyl (1S,3R,4S)-4-azido-3-(tert-butoxycarbonylamino)-cyclohexane-1-carboxylate