648433-16-3 Usage
Description
(1S,2S)-2-(benzyloxycarbonyl)cyclopentanecarboxylic acid is a carboxylic acid derivative featuring a cyclopentane ring structure with a specific (1S,2S) stereochemistry. This chiral compound incorporates a benzyl group that is shielded by a carbonyl group (benzyloxycarbonyl), which is attached to the cyclopentane ring. Its unique structural attributes and potential reactivity make it a candidate for applications in organic synthesis and medicinal chemistry.
Uses
Used in Organic Synthesis:
(1S,2S)-2-(benzyloxycarbonyl)cyclopentanecarboxylic acid serves as a valuable intermediate in organic synthesis, particularly for the creation of complex organic molecules. Its cyclopentane ring and benzyloxycarbonyl-protected group provide a versatile platform for further chemical modifications and functional group manipulations.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (1S,2S)-2-(benzyloxycarbonyl)cyclopentanecarboxylic acid is utilized as a building block for the development of pharmaceutical compounds. Its unique stereochemistry and functional groups can be exploited to design and synthesize novel drug candidates with potential therapeutic applications.
Used in Research and Development:
(1S,2S)-2-(benzyloxycarbonyl)cyclopentanecarboxylic acid is also employed in research and development settings to study the effects of stereochemistry on the biological activity of compounds. Understanding these effects can lead to the discovery of more effective and selective drugs.
It is crucial to handle and store (1S,2S)-2-(benzyloxycarbonyl)cyclopentanecarboxylic acid with care due to its potential hazards if mismanaged. Proper safety measures should be taken to ensure the safe use of this compound in various applications.
Check Digit Verification of cas no
The CAS Registry Mumber 648433-16-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,4,8,4,3 and 3 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 648433-16:
(8*6)+(7*4)+(6*8)+(5*4)+(4*3)+(3*3)+(2*1)+(1*6)=173
173 % 10 = 3
So 648433-16-3 is a valid CAS Registry Number.
648433-16-3Relevant articles and documents
An alkaloid-mediated desymmetrization of meso-anhydrides via a nucleophilic ring opening with benzyl alcohol and its application in the synthesis of highly enantiomerically enriched β-amino acids
Zhang, Mingbao,Zhu, Lei,Ma, Xin
, p. 3455 - 3468 (2007/10/03)
The cinchona alkaloid-mediated opening of prochiral cyclic anhydrides in the presence of benzyl alcohol leading to optically active hemiesters is described. Structurally diverse anhydrides are converted into their corresponding benzyl monoesters with either enantiomer being obtained with up to 99 percent e.e. by using quinine or quinidine as the directing additive. A simple aqueous work-up protocol permits the isolation of the products in analytically pure form and the recovery of the alkaloids almost quantitatively. These hemiesters can be converted to N-protected β-amino esters by means of Curtius degradation of the corresponding acyl azides. Subsequent cleavage of both protecting groups by a single reaction step leads to the free β-amino acids in excellent yields. The efficiency of this procedure is demonstrated by the short asymmetric synthesis of the fungicide cis-pentacin delivering the amino acid with >99.7 percent enantiomeric excess.
