51388-62-6

Basic information

• Product Name: 4-(carboxymethyl)cyclopent-2-en-1-one methyl ester
• Synonyms: 4-(carboxymethyl)cyclopent-2-en-1-one methyl ester
• CAS NO: 51388-62-6
• Molecular Weight: 154.166
• Mol File: 51388-62-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-(carboxymethyl)cyclopent-2-en-1-one methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(carboxymethyl)cyclopent-2-en-1-one methyl ester(51388-62-6)
• EPA Substance Registry System: 4-(carboxymethyl)cyclopent-2-en-1-one methyl ester(51388-62-6)

Safety Data

• Hazardous Substances Data: 51388-62-6(Hazardous Substances Data)

Upstream product

• 694-98-4 norborn-5-en-2-one 

Downstream Products

• 84621-34-1 (R)-(+)-methyl 3-oxocyclopentylacetate 
• 2630-38-8 (S)-(-)-methyl 3-oxocyclopentylacetate 

Relevant articles and documents

A total synthesis of a protected form of the secoxyloganin aglucone

A synthesis is described that leads from cyclopentadiene through 5-norbornen-2-one to the monosubstituted cyclopentanone 5; a vinyl substituent is attached by the reaction of a cuprate, and the enolate intermediate is trapped as the silyl enol ether 4, which is converted to 19, a product with the 10-carbon framework and stereochemistry of the secoxyloganin aglucone, and with all functional groups differentially protected and in the correct oxidation state.Explorations of the cuprate reaction required to convert the cyclopentenone 5 to the siloxycyclopentene 4 and of the reactions required for the oxidative cleavage of 4 reveal problems with these reactions when they are applied to compounds that are cyclopentane derivatives.The resolution of these problems leads to reaction sequences that proceed with high yields and excellent diastereoselectivity.Keywords: synthesis, secoxyloganin, vinyl cuprate, oxidative cleavage

Synthetic Photochemistry. XIII. Chiroptical Retention for the Reported "antara-antara"-3,3-Sigmatropy of Bicyclohepta-3,6-dien-2-ones

Troponoids were shown to form 2:1-complexes with β-cyclodextrin and 1:1 complexes with α-cyclodextrin.The photoisomerization of complexed tropolone and 2-methoxytropone gave optically active 1-hydroxy- and 1-methoxybicyclohepta-3.6-dien-2-ones in improved yields.The pyrolysis of the (+)-1-methoxybicyclohepta-3,6-dien-2-one gave the (+)-3-methoxybicyclohepta-3,6-dien-2-one, ruling out the two-fold supra-antara-1,3-sigmatropy.