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(1R,4R)-methyl 4-formylcyclohexanecarboxylate, a derivative of cyclohexane with the molecular formula C9H14O3, is an ester that features a chiral center at the first carbon atom and a formyl group attached to the fourth carbon atom. (1r,4r)-methyl 4-formylcyclohexanecarboxylate is recognized for its specific stereochemistry and cyclohexane ring structure, which makes it a valuable intermediate in the synthesis of various organic compounds.

54274-80-5

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54274-80-5 Usage

Uses

Used in Organic Synthesis:
(1R,4R)-methyl 4-formylcyclohexanecarboxylate is used as a reagent in organic synthesis for its ability to contribute to the formation of complex organic molecules. Its unique structure allows it to be a key component in the production of pharmaceuticals and agrochemicals, where its chiral center and formyl group are crucial for the synthesis of biologically active compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (1R,4R)-methyl 4-formylcyclohexanecarboxylate is used as an intermediate in the synthesis of drugs. Its specific stereochemistry is essential for the development of enantiomerically pure compounds, which are often required for the desired therapeutic effects and to avoid potential side effects associated with the less active enantiomer.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, (1R,4R)-methyl 4-formylcyclohexanecarboxylate is utilized as an intermediate for the production of pesticides and other agrochemicals. Its role in creating chiral pesticides can lead to more effective and selective agents that minimize environmental impact.
Used in Fragrance Industry:
Due to its cyclohexane ring structure, (1R,4R)-methyl 4-formylcyclohexanecarboxylate also has potential applications in the fragrance industry. It can be used as a building block for creating unique and complex scents, taking advantage of its ability to contribute to the molecular structure of fragrance compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 54274-80-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,4,2,7 and 4 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 54274-80:
(7*5)+(6*4)+(5*2)+(4*7)+(3*4)+(2*8)+(1*0)=125
125 % 10 = 5
So 54274-80-5 is a valid CAS Registry Number.
InChI:InChI=1/C9H14O3/c1-12-9(11)8-4-2-7(6-10)3-5-8/h6-8H,2-5H2,1H3

54274-80-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (1R,4R)-Methyl 4-formylcyclohexanecarboxylate

1.2 Other means of identification

Product number -
Other names trans-Methyl 4-formylcyclohexanecarboxylate

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:54274-80-5 SDS

54274-80-5Relevant academic research and scientific papers

CYCLOPROPYLAMINE COMPOUND AS LSD1 INHIBITOR AND USE THEREOF

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Paragraph 0191-0193, (2021/07/24)

Provided is a cyclopropylamine compound as lysine-specific demethylase 1 (LSD1) inhibitor, and a use thereof in preparation of drug for treating diseases associated with LSD1. The cyclopropylamine compound is a compound represented by formula (I), an isomer thereof, and a pharmaceutically acceptable salt thereof.

NON-LYSOSOMAL GLUCOSYLCERAMIDASE INHIBITORS AND USES THEREOF

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Paragraph 00168, (2020/12/01)

The invention provides compounds for inhibiting glucosylceramidases, prodrugs of the compounds, and pharmaceutical compositions including the compounds or prodrugs of the compounds.

Nitrogen-containing heterocyclic compound as well as preparation method, pharmaceutical composition and application thereof

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Paragraph 0314; 0323-0325, (2020/05/02)

The invention provides a nitrogen-containing heterocyclic compound as well as a preparation method, a pharmaceutical composition and application thereof, and particularly provides a compound as shownin a formula I which is described in the specification,

Containing difluoro methylene key bridge of the liquid crystal compound and its preparation method and composition

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Paragraph 0094; 0101; 0102; 0103, (2016/10/07)

The invention discloses a liquid crystal compound containing difluoro-methylene key bridge, a preparation method of the liquid crystal compound containing difluoro-methylene key bridge and a composition containing the liquid crystal compound. The liquid c

Synthesis and Biopharmaceutical Evaluation of Imatinib Analogues Featuring Unusual Structural Motifs

Nicolaou, Kyriacos C.,Vourloumis, Dionisios,Totokotsopoulos, Sotirios,Papakyriakou, Athanasios,Karsunky, Holger,Fernando, Hanan,Gavrilyuk, Julia,Webb, Damien,Stepan, Antonia F.

, p. 31 - 37 (2016/01/15)

A convenient synthesis of imatinib, a potent inhibitor of ABL1 kinase and widely prescribed drug for the treatment of a variety of leukemias, was devised and applied to the construction of a series of novel imatinib analogues featuring a number of non-aromatic structural motifs in place of the parent molecule's phenyl moiety. These analogues were subsequently evaluated for their biopharmaceutical properties (e.g., ABL1 kinase inhibitory activity, cytotoxicity). The bicyclo[1.1.1]pentane- and cubane-containing analogues were found to possess higher themodynamic solubility, whereas cubane- and cyclohexyl-containing analogues exhibited the highest inhibitory activity against ABL1 kinase and the most potent cytotoxicity values against cancer cell lines K562 and SUP-B15. Molecular modeling was employed to rationalize the weak activity of the compounds against ABL1 kinase, and it is likely that the observed cytotoxicity of these agents arises through off-target effects.

Development of a hydrogenative reductive amination for the synthesis of evacetrapib: Unexpected benefits of water

Frederick, Michael O.,Frank, Scott A.,Vicenzi, Jeffrey T.,Letourneau, Michael E.,Berglund, K. Derek,Edward, Adler W.,Alt, Charles A.

, p. 546 - 551 (2014/05/06)

For the synthesis of cholesteryl ester transfer protein (CETP) inhibitor evacetrapib, a hydrogenative reductive amination was chosen to join the substituted cyclohexyl subunit to the benzazepine core. The addition of water, which suppressed undesired epimerization without affecting the rate of product formation, was key to the reactions success. The process was scaled to produce more than 1100 kg of material.

Cyclohexyl-4H,6H-5-oxa-2,3,10b-triaza-benzo[e]azulenes as V1a antagonists

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Paragraph 0168, (2014/08/19)

The present invention provides 4H,6H-5-oxa-2,3,10b-triaza-benzo[e]azulenes, which act as V1a receptor modulators, and in particular as V1a receptor antagonists, their manufacture, pharmaceutical compositions containing them and their use as medicaments. The active compounds of the present invention are useful as therapeutics acting peripherally and centrally in the conditions of dysmenorrhea, male or female sexual dysfunction, hypertension, chronic heart failure, inappropriate secretion of vasopressin, liver cirrhosis, nephrotic syndrome, anxiety, depressive disorders, obsessive compulsive disorder, autistic spectrum disorders, schizophrenia, and aggressive behavior.

Counterion effects in the preparation of aldehyde-bisulfite adducts

Kissane, Marie G.,Frank, Scott A.,Rener, Gregory A.,Ley, Christopher P.,Alt, Charles A.,Stroud, Paul A.,Vaid, Radhe K.,Boini, Sathish K.,McKee, Laura A.,Vicenzi, Jeffrey T.,Stephenson, Gregory A.

supporting information, p. 6587 - 6591 (2013/11/19)

The identification and development of an aldehyde-bisulfite adduct as an isolable starting material in the synthesis of the CETP inhibitor Evacetrapib are described. The physical properties of the sodium and potassium analogs are compared, and the extension of the scope of this study to include an investigation into the solid state properties of a range of sodium and potassium bisulfite adducts of commonly encountered aldehydes is discussed.

SUBSTITUTED DIAZINE AND TRIAZINE SPLEEN TYROSINE KINASE (Syk) INHIBITORS

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Paragraph 00216, (2014/01/09)

The invention provides certain substituted diazine and triazine compounds of the Formula (I) (I) or pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, Rcy,Cy, and t are as d

NITROGENOUS FUSED BICYCLIC COMPOUND

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Page/Page column 55-56, (2010/11/26)

A novel nitrogenous fused bicyclic compound represented by the following general formula [1] or a pharmacologically acceptable salt of the compound. They have excellent SK channel blocking activity and are useful as a medicine. [I] (In the formula, R 0 represents hydrogen, halogeno, etc.; R 1 represents a group represented by the formula (a) or (b); A represents a group represented by the formula (X) or (Y); D 1 , D 2 and D 3 each represents N or CH; R 2 represents halogeno or optionally halogenated lower alkyl, etc.; R 3 represents hydrogen or lower alkyl; and Q represents lower alkylene.)

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