581100-26-7

Basic information

• Product Name: Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid, mono(phenylmethyl) ester, (1R,2S,3R,4S)-
• CAS NO: 581100-26-7
• Molecular Formula: C16H16O4
• Molecular Weight: 272.301
• Mol File: 581100-26-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid, mono(phenylmethyl) ester, (1R,2S,3R,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid, mono(phenylmethyl) ester, (1R,2S,3R,4S)-(581100-26-7)
• EPA Substance Registry System: Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid, mono(phenylmethyl) ester, (1R,2S,3R,4S)-(581100-26-7)

Safety Data

• Hazardous Substances Data: 581100-26-7(Hazardous Substances Data)

Upstream product

• 129-64-6 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 
• 100-51-6 benzyl alcohol 

Downstream Products

• 660439-20-3 (2S,3R)-3-endo-(1-methoxycarbonyl-ethylcarbamoyl)bicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid benzyl ester 
• 936735-60-3 C₁₇H₁₈O₄ 
• 660439-30-5 (2S,3R)-3-endo-[1-(1-methoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]bicyclo[2.2.1]heptane-2-endo-carboxylic acid 
• 660439-25-8 (2S,3R)-3-endo-(1-(tert-butoxycarbonyl)-2-phenyl-ethylcarbamoyl)bicyclo[2.2.1]heptane-2-endo-carboxylic acid 
• 660439-29-2 (2S,3R)-3-endo-[1-(1-methoxycarbonyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]bicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid benzyl ester 
• 660439-21-4 (2S,3R)-3-endo-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)bicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid benzyl ester 

Relevant articles and documents

Synthesis of both enantiomers of hemiesters by enantioselective methanolysis of meso cyclic anhydrides catalyzed by α-amino acid-derived chiral thioureas

(Figure presented) Both ureas and thioureas derived from l- or d-valine act as bifunctional organocatalysts able to induce the enantioselective alcoholysis of mono-, bi-, and tricyclic meso anhydrides. The desymmetrization occurs in near quantitative yields and excellent enantiomeric ratios (up to >99:1) under low catalyst loading. Both enantiomers of the hemiesters can be directly obtained by changing the configuration of the catalyst.

A novel cost-effective thiourea bifunctional organocatalyst for highly enantioselective alcoholysis of meso-cyclic anhydrides: Enhanced enantioselectivity by configuration inversion

A novel inexpensive thiourea bifunctional organocatalyst which can promote the highly enantioselective (up to 95% ee) alcoholysis of mesocyclic anhydrides has been developed. Computational studies on the catalytic process as well as a synthetic application of this new catalyst are also presented.

BRIDGED MACROCYCLIC MODULE COMPOSITIONS

This invention is related to the fields of organic chemistry and nanotechnology. In particular, it relates to materials and methods for the preparation of organic synthons and bridged macrocyclic module compounds. The bridged macrocyclic module compounds may be used to prepare macrocyclic compositions such as nanofilms, which may be useful for filtration.