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(1S,3S,4R)-Menthyl chloroacetate is a chiral ester compound derived from menthol, an isomer of the naturally occurring terpene alcohol found in peppermint oil. It is characterized by its unique molecular structure, with three chiral centers at the 1, 3, and 4 positions, resulting in a specific arrangement of substituents. (1S,3S,4R)-menthyl chloroacetate is primarily used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. Its optical activity and stereochemistry play a crucial role in determining its reactivity and potential applications. In summary, (1S,3S,4R)-menthyl chloroacetate is a valuable chiral intermediate with diverse applications in the chemical industry, particularly in the synthesis of enantiomerically pure compounds.

7377-98-2

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7377-98-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 7377-98-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,3,7 and 7 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 7377-98:
(6*7)+(5*3)+(4*7)+(3*7)+(2*9)+(1*8)=132
132 % 10 = 2
So 7377-98-2 is a valid CAS Registry Number.

7377-98-2Relevant academic research and scientific papers

Catalytic Sc(OTf)3 mediated direct asymmetric aldol reaction of (?)-menthyl isothiocyanatoacetate with aldehydes by using (?)-menthol as chiral auxiliary

Bhangare, Dattatraya N.,Shinde, Rohit G.,Pawar, Pushpalata D.,Nikalje, Milind D.,Lokhande, Mahendra N.

supporting information, p. 1878 - 1882 (2021/05/27)

This method involves the direct asymmetric aldol reaction of (?)-menthyl isothiocyanatoacetate 5 with a variety of substituted aromatic aldehydes, which offers a convenient method for the synthesis of intermediate containing biologically relevant α-amino

Synthesis, antifungal activity, 3d-qsar, and molecular docking study of novel menthol-derived 1,2,4-triazole-thioether compounds

Duan, Wen-Gui,Huang, Mei,Li, Bao-Yu,Lin, Gui-Shan

, (2021/11/30)

A series of novel menthol derivatives containing 1,2,4-triazole-thioether moiety were designed, synthesized, characterized structurally, and evaluated biologically to explore more potent natural product-based antifungal agents. The bioassay results reveal

Preparation method of Gboxin

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Paragraph 0022; 0031-0033; 0043-0045; 0054-0056, (2020/08/27)

The invention relates to a preparation method of Gboxin. The method comprises the following steps: reacting o-phenylenediamine with n-propanal; preparing 2-ethyl-1H-benzimidazole, carrying out N-alkylation reaction on 2-ethyl-1H-benzimidazole and chloroacetic acid-L-menthyl ester to generate 2-(2-ethyl-1H-benzimidazole) L-menthyl acetate, carrying out methylation by using iodomethane to generate abenzimidazolium salt, and finally, exchanging iodine ions into chloride ions by using chlorine ion exchange resin to obtain the final product Gboxin. The method has the advantages of short process route, mild conditions, simple operation and low equipment requirements, and the obtained product has the advantages of high purity and high yield, and is suitable for industrial production.

Synthesis, characterization and physicochemical properties of new chiral quinuclidinol quaternary ammonium salts

Li, Ruoheng,Li, Zicheng,Song, Hang,Wang, Zhixia,Xu, Qiwei,Yao, Shun

, (2020/03/10)

A new series of chiral quaternary ammonium salts (QASs) were successfully synthesized and characterized by FT-IR, NMR and MS. The thermal stability and melting point (mp) of the chiral QASs were measured. Moreover, basic physicochemical properties of the

Novel N-4-Piperazinyl Ciprofloxacin-Ester Hybrids: Synthesis, Biological Evaluation, and Molecular Docking Studies

Mahdavi, M.,Mostafavi, H.,Shahbazi, A.,Zarrini, G.

, p. 1558 - 1565 (2020/09/21)

Abstract: A series of novel N-4-piperazinylciprofloxacin-ester hybrids has been synthesized and the structures confirmed by1H and 13C NMR, FT-IRspectral data, and elemental analysis. The products have been tested in vitro for their antibacterial activity againstsix bacterial strains (MRSA, Staphylococcusepidermidis, Bacillussubtilis, Escherichia coli,Salmonella enterica, and Klebsiella pneumoniae) and have demonstrated goodantibacterial activity with MIC values range 6.25–200 μg/mL. Antifungal andcytotoxic activities of the products have been tested against Candida kefyr and human leukemia K562 cell line,respectively. All compounds inhibit growth of K562 cells more efficiently thanthe parent ciprofoxacin in a dose- and duration-dependent way. Molecular dockingstudies performed for the compound 3i indicatesthat similarly to ciprofloxacin it can act as an inhibitor of S. aureus DNA gyrase.

Synthesis, characterization and applications of some novel DMAP-based chiral ionic liquids

Singh, Avtar,Chopra, Harish Kumar

, p. 106 - 111 (2018/06/26)

A convenient and efficient procedure for the synthesis of some novel chiral ionic liquids (CILs) from 4-dimethylaminopyridinium cation has been reported. The synthesis of the CILs includes the treatment of optically active (?)-menthyl ester with 4-dimethy

Using chiral ionic liquid additives to enhance asymmetric induction in a Diels-Alder reaction

Goodrich,Nimal Gunaratne,Hall,Wang,Jin,Muldoon,Ribeiro,Pombeiro,Parvulescu,Davey,Hardacre

supporting information, p. 1704 - 1713 (2017/02/10)

A bis-oxazoline ligand has been complexed using Cu(ii) and Zn(ii) trifluoromethanesulfonate and a range of chiral ionic liquid (CIL) additives based on natural products were used as a co-catalyst for a Diels-Alder reaction. The catalytic performance of th

Chiral pool based synthesis of pyrrolidinium ionic liquids

Brown, Alexandra,Hogan, Victoria,Perry, Jacob,Manchanayakage, Renuka

, p. 1061 - 1065 (2017/03/31)

Chiral ionic liquids show promising applications in various different fields. A series of pyrrolidinium-based chiral ionic liquids bearing a chiral cation, a chiral anion or both was prepared in good yields using an efficient, economic and simple pathway.

S-Substituted-2-mercaptobenzthiazolium-based chiral ionic liquids: efficient organocatalysts for enantioselective sodium borohydride reductions of prochiral ketones

Singh, Avtar,Chopra, Harish Kumar

, p. 414 - 418 (2017/03/23)

Novel chiral ionic liquids having chirality in their cationic part have been synthesized for evaluation of their catalytic potential as organocatalysts in sodium borohydride reduction of prochiral ketones to yield optically active secondary alcohols. The chiral ionic liquids have been synthesized from the reaction of (?)-menthol or (?)-borneol, chloroacetic acid and S-methyl/benzyl-2-mercaptobenzthiazole. The synthesized chiral ionic liquids have been characterized by 1H, 13C NMR and Mass spectrometry. Moderate to excellent enantiomeric excess (ee?>?99%) has been obtained in asymmetric sodium borohydride reduction of prochiral ketones using these salts as chiral catalysts.

An efficient synthesis of phosphoramidates from halides in aqueous ethanol

Dangroo,Dar,Shankar,Khuroo,Sangwan

, p. 2717 - 2722 (2016/06/09)

An environment friendly and efficient synthesis of primary phosphoramidates has been developed from benzyl/allyl/alkyl/propargyl halides in aqueous ethanol as a green reaction medium via in-situ formation of azide. The method is simple, metal free and high yielding at room temperature with wide substrate scope and functional group compatibility. The optimized protocol can be used for synthesis of phosphoramidate intermediates used as prodrug moieties to improve therapeutic potential of the parent drug.

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