84621-34-1

Basic information

• Product Name: (R)-3-Oxo-cyclopentaneacetic acid methyl ester
• Synonyms: (R)-3-Oxo-cyclopentaneacetic acid methyl ester
• CAS NO: 84621-34-1
• Molecular Formula: C8H12O3
• Molecular Weight: 156.181
• Mol File: 84621-34-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-3-Oxo-cyclopentaneacetic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-Oxo-cyclopentaneacetic acid methyl ester(84621-34-1)
• EPA Substance Registry System: (R)-3-Oxo-cyclopentaneacetic acid methyl ester(84621-34-1)

Safety Data

• Hazardous Substances Data: 84621-34-1(Hazardous Substances Data)

Usage

General Description

(R)-3-Oxo-cyclopentaneacetic acid methyl ester, also known as (R)-3-Oxocyclopentaneacetic acid methyl ester, is a chemical compound with the molecular formula C7H10O3. It is a methyl ester derivative of (R)-3-oxocyclopentaneacetic acid, which is a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. (R)-3-Oxo-cyclopentaneacetic acid methyl ester is commonly used in organic synthesis and pharmaceutical research due to its potential as a building block for the synthesis of biologically active compounds. It is also used as a chiral building block in the synthesis of chiral molecules. (R)-3-Oxo-cyclopentaneacetic acid methyl ester has applications in the pharmaceutical and agricultural industries and is an important intermediate in the production of various chemical products.

Upstream product

• 67-56-1 methanol 
• 66972-67-6 3-formylmethylcyclopentan-1-one 
• 79681-26-8 2-[(S)-(4-methylphenyl)sulfinyl]cyclopent-2-en-1-one 
• 930-30-3 cyclopent-2-enone 
• 185760-71-8 (R)-3-cyclopentenone 
• 126-39-6 2-ethyl-2-methyl-1,3-dioxolane 
• 287493-81-6 (R)-3-(bis(methoxycarbonyl)methyl)cyclopentanone 
• 125442-80-0 ((S)-3-Oxo-cyclopentyl)-phenylsulfanyl-acetic acid methyl ester 
• 125442-80-0 ((R)-3-Oxo-cyclopentyl)-phenylsulfanyl-acetic acid methyl ester 
• 92775-76-3 ((S)-3-Oxo-cyclopentyl)-trimethylsilanyl-acetic acid methyl ester 
• 51388-62-6 4-(carboxymethyl)cyclopent-2-en-1-one methyl ester 

Relevant articles and documents

Stable, storable, and reusable asymmetric catalyst: A novel La-linked- BINOL complex for the catalytic asymmetric Michael reaction [10]

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ASYMMETRIC MICHAEL ADDITION REACTION OF METHYL PHENYLTHIOACETATE TO 2-CYCLOPENTENONE CATALYZED BY CHIRAL CROWN-KOtBu COMPLEXES

Asymmetric Michael addition reaction of methyl phenylthioacetate (12) to 2-cyclopentenone (11) using chiral crown ether-KOtBu complexes as catalysts is reported.Crown (7) has been found to give 14 of 71percentee (enantiomeric excess).

Chiroptical Studies of Labile or Difficult-to-Resolve Molecules Generated by Chiral Laser Photochemistry. 2. Products and Steric Course of the Phototransformation of the Racemate

This paper deals with a complex photoresolution of a racemate with circularly polarized light (CPL) which involves the phototransformation of the racemate into a chiral, labile compound.We show here how to obtain both the dichroism for the pure enantiomers and their absolute configuration, besides defining the stereochemical course for the phototransformation.This is exemplified by the irradiation of racemic 1-methoxybicyclohepta-3,6-dien-2-one (1) with ultraviolet, left CPL which led to a mixture containing both the photoresolved (-)(1S,5R)-1, with 0.3percent optical purity and Δεmax(365) = -2.4, and the labile product of the phototransformation of the racemate, (-)(1S,5S)-7-methoxybicyclohepta-3,6-dien-2-one ((-)(1S,5S)-2), with 1.6percent optical purity and Δεmax(350) = -2.0.Acidification of this mixture led to chemically and optically stable methyl (-)(1R)-4-oxo-2-cyclopentene-1-acetate ((-)(1R)-7), with 1.6percent optical purity, Δεmax(320) = -0.39, by selective hydrolysis of 2.The absolute configuration for 2 was assigned by correlation with the product of catalytic reduction of (-)(1R)-7, i.e., methyl (+)-3-oxocyclopentane-1-acetate, whose absolute configuration, (1R), is independently known.The above results show that the 1 -> 2 phototransformation is attained by complete inversion of configuration at the bridgeheads.The Kroning-Kramers theorem helped to elucidate the chiroptical properties for compounds 1, 2, and 7.