(1r,4r)-Methyl 4-formylcyclohexanecarboxylate

Base Information

• Chemical Name: (1r,4r)-Methyl 4-formylcyclohexanecarboxylate
• CAS No.: 54274-80-5
• Molecular Formula: C9H14O3
• Molecular Weight: 170.208
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID80969303
• Mol file: 54274-80-5.mol

Synonyms:54274-80-5;(1r,4r)-methyl 4-formylcyclohexanecarboxylate;37942-76-0;methyl 4-formylcyclohexanecarboxylate;Methyl trans-4-Formylcyclohexanecarboxylate;trans-Methyl 4-formylcyclohexanecarboxylate;Methyl 4-formylcyclohexane-1-carboxylate;4-FORMYL-CYCLOHEXANECARBOXYLIC ACID METHYL ESTER;trans-4-Formyl-cyclohexanecarboxylic acid methyl ester;MFCD12965033;MFCD16659932;121317-96-2;Cyclohexanecarboxylic acid, 4-formyl-, methyl ester, trans-;Methyl4-formylcyclohexanecarboxylate;Cyclohexanecarboxylic acid, 4-formyl-, methyl ester;SCHEMBL108455;SCHEMBL142778;SCHEMBL10168088;SCHEMBL14450651;SCHEMBL15005440;DTXSID80969303;LARSGJZNVQJRMD-OCAPTIKFSA-N;LARSGJZNVQJRMD-UHFFFAOYSA-N;LARSGJZNVQJRMD-ZKCHVHJHSA-N;BCP27237;CS-D1139;methyl 4-formylcyclohexane carboxylate;methyl 4-formylcyclohexane-carboxylate;AKOS015851346;AKOS015999877;AKOS040804838;AT33186;SB11026;SB13987;AS-43781;DS-15568;methyl cis-4-formylcyclohexane carboxylate;SY027704;SY279395;(trans)-methyl 4-formylcyclohexanecarboxylate;AM20070496;CS-0183744;FT-0708972;FT-0733384;A15640;Methyl trans-4-formylcyclohexane-1-carboxylate;4-formylcyclohexane carboxylic acid methyl ester;methyl (1s,4s)-4-formylcyclohexane-1-carboxylate;METHYL CIS-4-FORMYLCYCLOHEXANE-1-CARBOXYLATE;Rel-methyl (1s,4s)-4-formylcyclohexane-1-carboxylate

Chemical Property of (1r,4r)-Methyl 4-formylcyclohexanecarboxylate

Chemical Property:

• Vapor Pressure: 0.0474mmHg at 25°C
• Boiling Point: 236.4±33.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.129±0.06 g/cm3(Predicted)
• LogP: 1.16470
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 170.094294304
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyltrans-4-formylcyclohexane-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCC(CC1)C=O

Technology Process of (1r,4r)-Methyl 4-formylcyclohexanecarboxylate

There total 10 articles about (1r,4r)-Methyl 4-formylcyclohexanecarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

trans-(4-hydroxymethyl)cyclohexane-1-carboxylic acid methyl ester (110928-44-4) → trans-4-formyl-cyclohexanecarboxylic acid methyl ester (54274-80-5)

Guidance literature:

trans-(4-hydroxymethyl)cyclohexane-1-carboxylic acid methyl ester; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -65 ℃; for 0.5h;

With triethylamine; In dichloromethane; at -65 ℃; for 0.25h;

Reference yield: 99.0%

sodium hydroxy[trans-4-(methoxycarbonyl)cyclohexyl]methanesulfonate → trans-4-formyl-cyclohexanecarboxylic acid methyl ester (54274-80-5)

Guidance literature:

With water; sodium carbonate; In toluene; at 25 ℃; for 3h; Inert atmosphere;

DOI:10.1021/op500025v

Reference yield: 91.0%

potassium hydroxy[trans-4-(methoxycarbonyl)cyclohexyl]methanesulfonate → trans-4-formyl-cyclohexanecarboxylic acid methyl ester (54274-80-5)

Guidance literature:

With sodium carbonate; In water;

DOI:10.1016/j.tetlet.2013.09.105

upstream raw materials:

methyl 4-methoxymethylidene-cyclohexane-carboxylate

methyl 4-formylbenzoate

2-(4-carbomethoxyphenyl)-1,3-dioxane

trans-(4-hydroxymethyl)cyclohexane-1-carboxylic acid methyl ester

Downstream raw materials:

methyl trans-4-[[N-(2-methoxyethyl)-N-(tert-butyl)amino]-methyl]cyclohexanecarboxylate

methyl 4-(((S)-5-((3,5-bis(trifluoromethyl)-benzyl)(2-methyl-2H-tetrazol-5-yl)amino)-7,9-dimethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)methyl)-cyclohexane-1-carboxylate

C₃₂H₃₈F₆N₆O₂

(1r,4r)-methyl 4-vinylcyclohexanecarboxylate

Refernces

• 1、 -. "NON-LYSOSOMAL GLUCOSYLCERAMIDASE INHIBITORS AND USES THEREOF". Paragraph 00168. . Retrieved 2020/12/01.
• 2、 Nicolaou, Kyriacos C.,Vourloumis, Dionisios,Totokotsopoulos, Sotirios,Papakyriakou, Athanasios,Karsunky, Holger,Fernando, Hanan,Gavrilyuk, Julia,Webb, Damien,Stepan, Antonia F.. "Synthesis and Biopharmaceutical Evaluation of Imatinib Analogues Featuring Unusual Structural Motifs". supporting information. p. 31 - 37. Retrieved 2016/01/15.