186766-46-1

Basic information

• Product Name: 7-Oxabicyclo[2.2.1]hept-5-ene-2-carboxylicacid,methylester,(1S,2S,4S)-
• Synonyms: 7-Oxabicyclo[2.2.1]hept-5-ene-2-carboxylicacid,methylester,(1S,2S,4S)-
• CAS NO: 186766-46-1
• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 0
• Product Categories: CARBOXYLICESTER
• Mol File: 186766-46-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7-Oxabicyclo[2.2.1]hept-5-ene-2-carboxylicacid,methylester,(1S,2S,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Oxabicyclo[2.2.1]hept-5-ene-2-carboxylicacid,methylester,(1S,2S,4S)-(186766-46-1)
• EPA Substance Registry System: 7-Oxabicyclo[2.2.1]hept-5-ene-2-carboxylicacid,methylester,(1S,2S,4S)-(186766-46-1)

Safety Data

• Hazardous Substances Data: 186766-46-1(Hazardous Substances Data)

Upstream product

• 186666-50-2 3-((1S,2S,4S)-7-Oxa-bicyclo[2.2.1]hept-5-ene-2-carbonyl)-oxazolidin-2-one 
• 110-00-9 furan 
• 292638-85-8 acrylic acid methyl ester 
• 67-56-1 methanol 
• 245680-45-9 (1S,2S,4S)-7-Oxa-bicyclo[2.2.1]hept-5-ene-2-carbothioic acid S-ethyl ester 

Downstream Products

• 186767-30-6 (3S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-3,4-dihydroxy-cyclohex-1-enecarboxylic acid methyl ester 
• 141781-68-2 (+)-Methyl shikimate 
• 10191-00-1 (+)-shikimic acid 
• 110-00-9 furan 
• 292638-85-8 acrylic acid methyl ester 
• 186767-26-0 (S)-5-(tert-Butyl-dimethyl-silanyloxy)-cyclohexa-1,3-dienecarboxylic acid methyl ester 

Relevant articles and documents

Method for Preparing Curable Bicyclic Compound Derived from Biomass

The present invention relates to a curable bicyclic compound derived from biomass, solvent-free curable composition and a method for preparing thereof. The curable compound derived from biomass according to the invention comprises a bicycle structure, to which one of two epoxide functional groups are bonded.

The kinetics of reversible (2+4)-cycloaddition of methyl acrylate to furan at 343.7 K

The current concentrations of the initial compounds and the products of the forward and back Diels-Alder reactions between furan and methyl acrylate were measured by the proton NMR method. The experimental data were approximated by spline functions to obtain the reaction time dependences of concentration ratios and their derivatives, which were used to calculate the rate constants for the formation and decomposition of the exo and endo adducts from the differential equations corresponding to the mechanism of the process, which excluded direct interconversions of the adducts. The rate constants for system movement to equilibrium from both sides experienced oscillations, probably, because of the existence of energy chains. Averaging by repeat spline approximation reduced these dependences to curves with a single minimum in the region of equilibrium concentrations, whereas the ratios between the rate constants for the forward and back reactions (equilibrium constants) remained virtually unchanged.

Bis(oxazoline) and bis(oxazolinyl)pyridine copper complexes as enantioselective Diels-Alder catalysts: Reaction scope and synthetic applications

The scope of the Diels-Alder reaction catalyzed by bis(oxazoline) copper complexes has been investigated. In particular, [Cu((S,S)-t-Bu-box)](SbF6)2 (1b) has been shown to catalyze the Diels-Alder reaction between 3-propenoyl- 2-oxaz

Cationic bis(oxazoline)Cu(II) Lewis acid catalysts. Enantioselective furan Diels-Alder reaction in the synthesis of ent-shikimic acid

The highly enantioselective Diels-Alder reaction between acryloyl oxazolidinone and furan, catalyzed by cationic bis(4-tert-butyloxazoline)Cu)(II) complex 1, is presented. Though the reaction equilibrates rapidly at -20°C, reaction at -78°C permits isolation of the kinetic product mixture. The synthetic utility of the reaction is demonstrated by the conversion of the cycloadduct to ent-shikimic acid.