63699-53-6

Basic information

• Product Name: (+)-4(S)-hydroxy-2-cyclopenten-1(R)-yl benzoate
• Synonyms: (+)-4(S)-hydroxy-2-cyclopenten-1(R)-yl benzoate
• CAS NO: 63699-53-6
• Molecular Weight: 204.225
• Mol File: 63699-53-6.mol

Chemical Properties

• CAS DataBase Reference: (+)-4(S)-hydroxy-2-cyclopenten-1(R)-yl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-4(S)-hydroxy-2-cyclopenten-1(R)-yl benzoate(63699-53-6)
• EPA Substance Registry System: (+)-4(S)-hydroxy-2-cyclopenten-1(R)-yl benzoate(63699-53-6)

Safety Data

• Hazardous Substances Data: 63699-53-6(Hazardous Substances Data)

Upstream product

• 29783-26-4 cis-4-cyclopentene-1,3-diol 
• 7129-41-1 6-oxabicyclo<3.1.0>hex-2-ene 
• 65-85-0 benzoic acid 
• 61305-35-9 4-[(tert-butyldimethylsilyl)oxy]cyclopent-2-enone 
• 98-00-0 (2-furyl)methyl alcohol 
• 61305-33-7 cis-(+/-)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-cyclopenten-1-ol 
• 59995-47-0 4-Hydroxycyclopent-2-enone 
• 542-92-7 cyclopenta-1,3-diene 
• 63603-17-8 (-)-2-cyclopenten-1(R),4(S)-diyl bis-N-mesyl-(S)-phenylalaninate 
• 98-88-4 benzoyl chloride 
• 532-32-1 sodium benzoate 
• 7129-41-1 6-oxabicyclo[3.1.0]hex-2-ene 
• 61305-24-6 dl-cis-4-hydroxy-2-cyclopentenyl benzoate 
• 67499-73-4 (+)-4(S)-tetrahydropyranoxy-2-cyclopenten-1(R)-yl N-mesyl-(S)-phenylalaninate 

Downstream Products

• 26054-46-6 (-)-(1S,5R)-2-oxabicyclo[3.3.0]oct-6-en-3-one 
• 34638-25-0 (1R,5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one 
• 63699-54-7 (-)-4(R)-hydroxy-2-cyclopenten-1(S)-yl benzoate 
• 68771-11-9 (1S,2R,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-2-phenylsulfanyl-cyclopentanol 
• 26054-46-6 cis-(±)-2-oxabicyclo[3.3.0]oct-6-en-3-one 
• 59995-47-0 4-Hydroxycyclopent-2-enone 
• 77341-51-6 (+/-)-4-benzoyloxy-2-cyclopentenone 
• 77300-18-6 Benzoic acid (1S,2R)-2-ethoxycarbonylmethyl-cyclopent-3-enyl ester 
• 77300-17-5 dl-cis-4-tetrahydropyranoxy-2-cyclopentenyl benzoate 
• 72508-55-5 (-)-7-hydroxy-6(R)-hydroxymethyl-1(S),5(R)-2-oxabicyclo<3,3,0>octan-3-one 

Relevant articles and documents

An Enantioselective Approach to 4-O-Protected-2-cyclopentene-l,4-diol Derivatives via a Rhodium-Catalyzed Redox-Isomerization Reaction

Kinetic resolution of a series of cyclopentene-1,4-diol derivatives has been successfully achieved with enantiomeric excess up to 99.4% and a kf/ks ratio of 55 by a rhodium-catalyzed redox-isomerization reaction in a noncoordinating solvent.

Catalytic asymmetric desymmetrization of cyclic meso-1,3- and 1,4-diols by a phosphinite derivative of quinidine

(Chemical Equation Presented) Asymmetric monobenzoylation reactions of cyclic meso-1,3- and 1,4-diols were catalyzed by a phosphinite derivative of quinidine to afford the corresponding monobenzoylated diol with good yield and enantioselectivity.

Catalytic asymmetrization of cis-2-cyclopentene-1,4-diol. Highly efficient and practical synthesis of (R)-4-benzoyloxy-2-cyclopenten-1-one

Highly efficient, direct, and practical synthesis of (R)-4-benzoyloxy-2- cyclopenten-1-one, a chiral building block for various prostaglandins, with excellent ee was performed by the catalytic asymmetric acylation of cis-2- cyclopentene-1,4-diol, followed by oxidation with PDC.

A Novel Asymmetric Synthesis of Chiral Cyclopentanoid Building Blocks by the Use of Chiral Lithium Amide

Enantioselective deprotonation of meso-epoxides, derived from 3-cyclopenten-1-ol, was examined using chiral lithium amide.Chiral cis-4-t-butyldimethylsiloxy-2-cyclopenten-1-ol, cis-4-tetrahydropyranyloxy-2-cyclopenten-1-ol, and their trans-isomers, which are useful chiral building blocks for the synthesis of cyclopentanoid natural compounds, were obtained with high enantiomeric excesses (72 - 90 percent ee).Both (R)- and (S)-4-hydroxy-2-cyclopenten-1-one were derived from (1S,4R)-4-t-butyldimethylsiloxy)-2-cyclopenten-1-ol stereospecifically.

A Facile Chemoenzymatic Route to Optically Pure Building Blocks for Cyclopentanoid Natural Products

Compound (1R,4S)-(4a), a central chiral building block for cyclopentanoid natural products, was prepared in high yield and optically pure by enantioselective hydrolysis of (5a) in the presence of several lipases, and was further transformed into (R)-(1a), (1R,5S)- and (1S,5R)-(2), (7), and (8), important synthons for this class of compounds.

ACYLATION ENANTIOSELECTIVE D'UN DIOL MESO: LE CIS-CYCLOPENTENE-2 DIOL-1,4

Optically active monobenzoate of cis-2-cyclopenten-1,4-diol is obtained by enantioselective acylation of the meso diol by benzoylchloride in the presence of tertiary chiral amines.

A PALLADIUM-CATALYZED ROUTE TO MONO- AND DIPROTECTED CIS-2-CYCLOPENTENE-1,4-DIOLS

The ?-allylpalladium complex arising from cyclopentadiene monoepoxide has been shown to react with carboxylic acids and derivatives both as a nucleophile and an electrophile.This reaction represents an attractive synthetic route to protected versions of cis-2-cyclopentene-1,4-diol.

SYN-1,4-ADDITION OF CARBOXYLATE SALTS TO CYCLIC ALLYLIC EPOXIDES MEDIATED BY CUPROUS CHLORIDE

A mild method for the 1,4-syn opening of certain cyclic allylic epoxides has been found, using sodium carboxylates in the presence of cuprous chloride.