313502-76-0

Upstream product

• 395065-68-6 methyl (5S)-2-diazo-5-(3-fluorophenyl)3-oxo-6-heptenoate 
• 313502-72-6 (+)-trans-1-(S)-hydroxymethyl-4-methylene-2-(S)-(3-fluorophenyl)cyclopentane 
• 301220-52-0 1-(t-Butoxycarbonyl)-4-((2-benzyl)-(2H)-tetrazol-5-yl)piperidine 
• 75-18-3 dimethylsulfide 
• 456-48-4 3-Fluorobenzaldehyde 
• 1026720-66-0 2-[(R)-1-(3-Fluoro-phenyl)-allyl]-malonic acid 
• 395065-67-5 methyl (5S)-5-(3-fluorophenyl)-3-oxo-6-heptenoate 
• 395065-66-4 (3S)-3-(3-fluorophenyl)-4-pentenoic acid 
• 335314-64-2 1-(3-fluorophenyl)-prop-2-enyl methyl carbonate 

Downstream Products

• 313994-31-9 N-methyl-N-(1-(S)-3-(S)-hydroxymethyl-4-(S)-(3-fluorophenyl)cyclopent-1-yl)-(R)-valine t-butyl ester 
• 313980-11-9 N-methyl-N-(1-(R)-3-(S)-hydroxymethyl-4-(S)-(3-fluorophenyl)cyclopent-1-yl)-(R)-valine t-butyl ester 
• 313708-35-9 (+)-trans-1-t-butyldimethylsilyloxymethyl-4-oxo-2-(3-fluorophenyl)cyclopentane 
• 882980-73-6 N-(1-(S)-3-(S)-hydroxymethyl-4-(S)-(3-fluorophenyl)cyclopent-1-yl)-(R)-valine t-butyl ester 
• 313980-10-8 N-(1-(R)-3-(S)-hydroxymethyl-4-(S)-(3-fluorophenyl)cyclopent-1-yl)-(R)-valine t-butyl ester 

Relevant academic research and scientific papers

Alkyl C-O ring cleavage of bicyclic β-lactones with normant reagents: Synthesis of a merck IND intermediate

Highly diastereoselective Cu(I)-mediated, bicyclic β-lactone ring cleavage reactions with either alkyl or aryl cuprates proceeded with inversion of stereochemistry to give optically active trans-substituted cyclopentanes and cyclohexanes. Optimization of

Cyclopentyl modulators of chemokine receptor activity

Cyclopentyl compounds of Formula (I) are modulators of chemokine receptor activity: wherein D, G, R2, R3 and R8 in Formula (I) are defined herein. The compounds, and pharmaceutically acceptable salts and individual diastereomers thereof, are useful in the treatment and prevention of HIV infection, in delaying the onset of AIDS, and in the treatment of AIDS. The compounds are also useful for treating other diseases and conditions mediated by chemokine receptors.

Cyclopentyl modulators of chemokine receptor activity

The present invention is directed to compounds of the formula I: (wherein R1, R2, R3, R4, R5, R7, R8, X, n, x and y are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-5 and/or CCR-3.

Cyclopentyl modulators of chemokine receptor activity

The present invention is directed to compounds of the formula I: (wherein R1, R2, R3, R4, R5, R7, R8, X, n, x and y are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-5 and/or CCR-3.

N-cyclopentyl modulators of chemokine receptor activity

The present invention is directed to compounds of the formula I: (wherein R1, R3, R4, R5, R6, R7, R8, X, n, x and y are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-5 and/or CCR-3.

N-cyclopentyl modulators of chemokine receptor activity

The present invention is directed to compounds of the formula I: (wherein R1, R3, R4, R5, R6, R7, R8, X, n, x and y are defined herein) which are useful as modulators of chemokin

Development of a new and practical route to chiral 3,4-disubstituted cyclopentanones: Asymmetric alkylation and intramolecular cyclopropanation as key C-C bond-forming steps

An efficient and practical asymmetric synthesis of (+)-trans-3-hydroxymethyl-4-(3-fluorophenyl)-cyclopentanone (1) is described. An asymmetric Mo-catalyzed alkylation reaction was used to establish the first stereocenter and a Cu-catalyzed intramolecular diastereoselective cyclopropanation reaction was used to set the second stereocenter. The last step involved a one-pot ring-opening/deprotection/hydrolysis/decarboxylation sequence that furnished the desired product in good yield.