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(R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID is an organic compound with the chemical formula C7H10O2. It is a chiral molecule, which means it has a non-superimposable mirror image, and in this case, it is the (R)-enantiomer. (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID is characterized by a cyclohexene ring with a carboxylic acid functional group, making it a cyclohexene carboxylic acid derivative. It is a colorless oil, indicating its low molecular weight and relatively low polarity.

5709-98-8

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5709-98-8 Usage

Uses

Used in Pharmaceutical Industry:
(R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID is used as an intermediate in the synthesis of various pharmaceutical compounds. One of its key applications is in the production of Leustroducsin B (LSN-B), a novel colony-stimulating factor (CSF) inducer. LSN-B is isolated from Streptomyces platensis and has potential applications in the treatment of various diseases and conditions related to the immune system.
As an intermediate in the synthesis of Leustroducsin B, (R)-(+)-3-CYCLOHEXENECARBOXYLIC ACID plays a crucial role in the development of new drugs and therapies. Its unique chemical structure allows for further functionalization and modification, enabling the creation of more complex and effective pharmaceutical compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 5709-98-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,7,0 and 9 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5709-98:
(6*5)+(5*7)+(4*0)+(3*9)+(2*9)+(1*8)=118
118 % 10 = 8
So 5709-98-8 is a valid CAS Registry Number.

5709-98-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (R)-3-Cyclohexenecarboxylic Acid

1.2 Other means of identification

Product number -
Other names (1R)-cyclohex-3-ene-1-carboxylic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5709-98-8 SDS

5709-98-8Relevant articles and documents

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

Dou, Zhe,Chen, Xuanzao,Niwayama, Satomi,Xu, Guochao,Ni, Ye

supporting information, p. 3043 - 3047 (2021/05/05)

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.

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

Fujita, Ryunosuke,Hayashi, Wakana,Kubota, Shunichi,Nishi, Tatsuya,Nishiyama, Akira,Ochiai, Hidenori,Sasagawa, Miwa

supporting information, (2022/02/09)

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.

Preparation method of edoxaban tosylate and isomers thereof

-

Paragraph 0122-0124-0128, (2021/02/06)

The invention discloses a preparation method of edoxaban tosylate and isomers thereof. By taking a compound (I) and a compound (II) as starting materials, the method can be used to prepare any one ofhigh-purity edoxaban tosylate (1S, 2R, 4S), edoxaban tosylate enantiomers (1R, 2S, 4R), edoxaban tosylate epimers (1R, 2R, 4S) and edoxaban tosylate epimers (1S, 2S, 4R). Effective guarantee is provided for process research and quality control of the edoxaban tosylate bulk drug and related preparations, the preparation method is suitable for commercialization, the produced edoxaban tosylate bulk drug is high in purity and has great significance and practical value, and the production of the edoxaban tosylate bulk drug and the control of drug quality are facilitated.

Preparation method of (R)-3-cyclohexeneformic acid

-

Paragraph 0018-0027, (2021/04/14)

The invention discloses a preparation method of (R)-3-cyclohexenecarboxylic acid, and belongs to the technical field of medical intermediates. The preparation method comprises the following steps: refluxing 3-cyclohexenecarboxylic acid and 0.5 eq(1S, 2S)-

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

Wang, Xin,Ma, Mingliang,Reddy, Alavala Gopi Krishna,Hu, Wenhao

, p. 1381 - 1388 (2017/02/18)

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

OPTICAL RESOLUTION METHOD FOR CARBOXYLIC ACID

-

Paragraph 0042, (2017/03/08)

PROBLEM TO BE SOLVED: To provide a method for optical resolution of carboxylic acid. SOLUTION: Provided is a method for optical resolution of carboxylic acid in which (S)-3-cyclohexene-1-carboxylic acid represented by the chemical structure of the left side in formula (II) is produced from 3-cyclohexene-1-carboxylic acid represented by formula (I) by using, as solvent, hydrous acetonitrile and/or hydrous 2-propanol, and, as optical resolution agent, (1R,2S)-1-amino-2-indanol represented by the chemical structure of the right side in Formula (II). SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

GLYCOMIMETIC-PEPTIDOMIMETIC INHIBITORS OF E-SELECTINS AND CXCR4 CHEMOKINE RECEPTORS

-

, (2012/05/20)

Compounds, compositions and methods are provided for treating cancer and inflammatory diseases, and for releasing cells such as stem cells (e.g., bone marrow progenitor cells) into circulating blood and enhancing retention of the cells in the blood. More specifically, glycomimetic-peptidomimetic compounds that inhibit both E-selectins and CXCR4 chemokine receptors are described.

Pre-organization of the core structure of E-selectin antagonists

Schwizer, Daniel,Patton, John T.,Cutting, Brian,Smiesko, Martin,Wagner, Beatrice,Kato, Ako,Weckerle, Celine,Binder, Florian P. C.,Rabbani, Said,Schwardt, Oliver,Magnani, John L.,Ernst, Beat

, p. 1342 - 1351 (2012/04/04)

A new class of N-acetyl-dglucosamine (GlcNAc) mimics for Eselectin antagonists was designed and synthesized. The mimic consists of a cyclohexane ring substituted with alkyl substituents adjacent to the linking position of the fucose moiety. Incorporation into E-selectin antagonists led to the test compounds 8 and the 2'-benzoylated analogues 21, which exhibit affinities in the low micromolar range. By using saturation transfer difference (STD)-NMR it could be shown that the increase in affinity does not result from an additional hydrophobic contact of the alkyl substituent with the target protein E-selectin, but rather from a steric effect stabilizing the antagonist in its bioactive conformation. The loss of affinity found for antagonists 10 and 35 containing a methyl substituent in a remote position (and therefore unable to support to the stabilization of the core) further supports this hypothesis. Finally, when a GlcNAc mimetic containing two methyl substituents (52 and 53) was used, in which one methyl was positioned adjacent to the fucose linking position and the other was in a remote position, the affinity was regained.

Enantioselective synthesis of oseltamivir phosphate

Raghavan, Sadagopan,Babu, Vaddela Sudheer

experimental part, p. 2044 - 2050 (2011/04/17)

The key steps in the enantioselective synthesis of Tamiflu include an asymmetric Diels-Alder reaction, Mitsunobu inversion using Fukuyama modified Weinreb reagent, carbamate directed epoxidation. Epoxide opening with trimethylsilyl azide furnished a 3:1 mixture of regioisomers that converged to afford the same aziridine. Attempted preparation of the unsaturated ester regioselectively using 2-iodoxybenzoic acid (IBX) following Nicolaou's protocol failed. The unsaturated ester was prepared by phenylselenylation followed by selenoxide elimination.

Enantiomerically pure amines

-

, (2011/12/12)

A compound of formula wherein PROT, PROT' and R have various meanings, processes for its production and production of intermediates in stereoisomerically pure form, and its use for the production of pharmaceutically active compounds.

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