5709-98-8

Basic information

• Product Name: (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID
• Synonyms: (R)-Cyclohex-3-enecarboxylic acid;(R)-(+)-1,2,3,6-Tetrahydrobenzoic acid;(1R)-cyclohex-3-ene-1-carboxylic acid;(R)-cyclohex-3-ene-1-carboxylicacid;(R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID;(1R)-3-Cyclohexene-1-carboxylic acid;(R)-3-Cyclohexene-1-carboxylic acid;(R)-3-Cyclohexene-1β-carboxylic acid
• CAS NO: 5709-98-8
• Molecular Formula: C₇H₁₀O₂
• Molecular Weight: 126.15
• Product Categories: Chiral Reagents;Chiral Compound
• Mol File: 5709-98-8.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 241.7 °C at 760 mmHg
• Flash Point: 109.9 °C
• Appearance: /
• Density: 1.126 g/cm³
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform, Methanol
• PKA: 4.67±0.20(Predicted)
• CAS DataBase Reference: (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID(5709-98-8)
• EPA Substance Registry System: (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID(5709-98-8)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• Hazardous Substances Data: 5709-98-8(Hazardous Substances Data)

Usage

Chemical Properties

Colorless Oil

Uses

Different sources of media describe the Uses of 5709-98-8 differently. You can refer to the following data:
1. An intermediate of Leustroducsin B (LSN-B), a novel colony-stimulating factor (CSF) inducer, which was isolated from Streptomyces platensis.
2. An intermediate of Leustroducsin B (LSN-B)

Upstream product

• 5709-99-9 (R)-1-C-(1-Cyclohexen-5-yl)methanol 
• 72581-32-9 cyclohex-3-enylmethanol 
• 4771-80-6 1,2,5,6-tetrahydrobenzoic acid 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 136030-00-7 (1R,2S)-1-Amino-2-indanol 
• 935-79-5 cis-1,2,3,6-tetrahydrophthalic anhydride 
• 19914-76-2 (1S-cis)-6-Chlorcarbonyl-3-cyclohexen-1-carbonsaeure-methylester 
• 1352834-06-0 cyclohex-3-ene-1-carboxylic acid (S)-1-phenylethanamine salt 
• 4841-84-3 dimethyl cis-1,2,3,6-tetrahydrophthalate 
• 31139-02-3 (1R,6S)-6-methoxycarbonyl-3-cyclohexene-1-carboxylic acid 
• 6493-77-2 (R)-(+)-methyl 3-cyclohexene-1-carboxylate 
• 943144-69-2 C₁₇H₁₉NO₃ 
• 6493-77-2 methyl cyclohex-3-ene-1-carboxylate 
• 119944-89-7 (2S)-N-(acryloyl)bornane-10,2-sultam 

Downstream Products

• 143347-72-2 tert-Butyl-((1R,2R,4R)-4-ethynyl-2-methoxy-cyclohexyloxy)-diphenyl-silane 
• 143347-70-0 (1R,3R,4R)-4-[((1,1-dimethylethyl)diphenylsilyl)-oxy]-3-methoxy-cyclohexanemethanol 
• 143347-71-1 (1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexanecarbaldehyde 
• 143347-68-6 (1R,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-oxa-bicyclo[3.2.1]octan-7-one 
• 143347-73-3 tert-Butyl-((1R,2R,4R)-2-methoxy-4-prop-1-ynyl-cyclohexyloxy)-diphenyl-silane 
• 143370-19-8 [(1R,2R,4R)-4-((E)-2-Bromo-propenyl)-2-methoxy-cyclohexyloxy]-tert-butyl-diphenyl-silane 
• 1027953-25-8 (1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-cyclohexanecarboxylic acid methyl ester 
• 143347-69-7 (1R,3R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexanecarboxylic acid methyl ester 
• 143347-84-6 C₆₈H₁₀₈O₁₄Si₂ 
• 143370-17-6 C₇₉H₁₂₇NO₁₇Si₂ 
• 143347-83-5 C₆₈H₁₁₀O₁₄Si₂ 
• 143347-83-5 C₆₈H₁₁₀O₁₄Si₂ 
• 54911-89-6 (1R,5R)-methyl-5-hydroxycyclohex-3-enecarboxylate 
• 127943-95-7 methyl (1R,3R)-3-(tert-butyldimethylsilyloxy)cyclohex-4-ene-1-carboxylate 

Relevant articles and documents

Asymmetric Synthesis of Optically Active 3-Cyclohexene-1-carboxylic Acid Utilizing Lactic Ester as a Chiral Auxiliary in the Diastereoselective Diels–Alder Reaction

The optically active 3-cyclohexene-1-carboxylic acid was synthesized through a TiCl4-catalyzed diastereoselective Diels–Alder reaction utilizing lactic acid ester as a chiral auxiliary, which can be removed by washing with H2O. The (S)- and (R)-isomers were both derived from easily available ethyl l-lactate.

Kinetic Resolution of Nearly Symmetric 3-Cyclohexene-1-carboxylate Esters Using a Bacterial Carboxylesterase Identified by Genome Mining

A new bacterial carboxylesterase (CarEst3) was identified by genome mining and found to efficiently hydrolyze racemic methyl 3-cyclohexene-1-carboxylate (rac-CHCM) with a nearly symmetric structure for the synthesis of (S)-CHCM. CarEst3 displayed a high substrate tolerance and a stable catalytic performance. The enantioselective hydrolysis of 4.0 M (560 g·L-1) rac-CHCM was accomplished, yielding (S)-CHCM with a >99% ee, a substrate to catalyst ratio of 1400 g·g-1, and a space-time yield of 538 g·L-1·d-1.

An efficient stereoselective synthesis of six stereoisomers of 3, 4-diaminocyclohexane carboxamide as key intermediates for the synthesis of factor Xa inhibitors

An efficient stereoselective route for the preparation of six stereoisomers of tert-butyl ((1R, 2S, 5S)-2-amino-5-(dimethylcarbamoyl)cyclohexyl)carbamate 1 starting from simple 3-cyclohexene-1-carboxylic acid has been described. Stereochemistry of the tit