151710-39-3

Basic information

• Product Name: N-(4-methoxyphenyl)-cis-cyclopentane-1,2-dicarboximide
• Synonyms: N-(4-methoxyphenyl)-cis-cyclopentane-1,2-dicarboximide
• CAS NO: 151710-39-3
• Molecular Weight: 245.278
• Mol File: 151710-39-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(4-methoxyphenyl)-cis-cyclopentane-1,2-dicarboximide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methoxyphenyl)-cis-cyclopentane-1,2-dicarboximide(151710-39-3)
• EPA Substance Registry System: N-(4-methoxyphenyl)-cis-cyclopentane-1,2-dicarboximide(151710-39-3)

Safety Data

• Hazardous Substances Data: 151710-39-3(Hazardous Substances Data)

Upstream product

• 35878-28-5 cyclopentane-cis-1,2-dicarboxylic acid anhydride 
• 104-94-9 4-methoxy-aniline 

Relevant articles and documents

Enantioselective reduction of meso-cyclic-1,2-dicarboxylic anhydrides and 1,2-dicarboximides: Asymmetric synthesis of bicyclic lactones and hydroxylactams

Chiral bicyclic lactones (3,8,9) and bicyclic hydroxylactams (10-13) were synthesized by highly enantioselective reduction of meso-cyclic-1,2- dicarboxylic anhydrides (1, 4) and meso-cyclic-1,2-dicarboximides (2) with lithium aluminum hydride (LiAlH4)-alcohol(ROH)-(R)- or (S)-1,1'-bi-2- naphthol complex [(R)- or (S)-BINAL-H(ROH)]. Treatment of the hydroxylactams (10-13) with triethylsilane (Et3SiH) and trifluoroacetic acid (CF3CO2H) gave chiral bicyclic lactams (14, 15) in quantitative yields. Removal of the N-4-methoxyphenyl group of the lactams (14, 15) with cerium(IV) ammonium nitrate (CAN) proceeded smoothly to give the corresponding N-unsubstituted lactams (16, 17) in high optical purity.