(1R,4R)-Ethyl 4-(aminomethyl)cyclohexanecarboxylate

Base Information

• Chemical Name: (1R,4R)-Ethyl 4-(aminomethyl)cyclohexanecarboxylate
• CAS No.: 35879-53-9
• Molecular Formula: C10H19 N O2
• Molecular Weight: 185.266
• Hs Code.: 2922499990
• ChEMBL ID: CHEMBL3139202
• DSSTox Substance ID: DTXSID70468173
• Mol file: 35879-53-9.mol

Synonyms:35879-53-9;(1R,4R)-ETHYL 4-(AMINOMETHYL)CYCLOHEXANECARBOXYLATE;trans-Ethyl 4-(aminomethyl)cyclohexanecarboxylate;ETHYL 4-(AMINOMETHYL)CYCLOHEXANECARBOXYLATE;Ethyl 4-(aminomethyl)cyclohexane-1-carboxylate;104571-72-4;cis-Ethyl 4-(aminomethyl)cyclohexanecarboxylate;ethyl (1r,4r)-4-(aminomethyl)cyclohexane-1-carboxylate;ETHYL4-(AMINOMETHYL)CYCLOHEXANECARBOXYLATE;53676-39-4;SCHEMBL688602;SCHEMBL5789042;CHEMBL3139202;DTXSID70468173;YKPFISPUYINSAF-KYZUINATSA-N;AKOS006309969;AKOS015969498;ethyl 4-aminomethyl-cyclohexanecarboxylate;AM20070483;CS-0227097;CS-0298735;FT-0767077;A15523;EN300-1725228;ethyl 4-(aminomethyl)cyclohexanecarboxylate, AldrichCPR;trans 4-(Aminomethyl)cyclohexane carboxylic acid ethyl ester;trans-4-aminomethyl-cyclohexanecarboxylic acid ethyl ester

Chemical Property of (1R,4R)-Ethyl 4-(aminomethyl)cyclohexanecarboxylate

Chemical Property:

• Vapor Pressure: 0.013mmHg at 25°C
• Refractive Index: 1.468
• Boiling Point: 259.264°C at 760 mmHg
• Flash Point: 121.921°C
• PSA: 52.32000
• Density: 1g/cm³
• LogP: 2.01490
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 185.141578849
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

95-99% ^*data from raw suppliers

trans-Ethyl4-(aminomethyl)cyclohexanecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCC(CC1)CN

Technology Process of (1R,4R)-Ethyl 4-(aminomethyl)cyclohexanecarboxylate

There total 5 articles about (1R,4R)-Ethyl 4-(aminomethyl)cyclohexanecarboxylate 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: 66.0%

ethanol (64-17-5) + trans-4-aminomethyl-cyclohexyl-carboxylic acid (1197-18-8) → trans-4-aminomethylcyclohexanecarboxylic acid ethyl ester (35879-53-9)

Guidance literature:

With hydrogenchloride; In water; for 2h; Reflux;

DOI:10.1021/jm401318w

Reference yield: 55.0%

trans-4-aminomethyl-cyclohexyl-carboxylic acid (1197-18-8) → trans-4-aminomethylcyclohexanecarboxylic acid ethyl ester (35879-53-9)

Guidance literature:

With sulfuric acid; In ethanol; for 17h; Heating / reflux;

Reference yield:

ethyl 3-hydroxy-2-methylenebutanoate (98837-34-4,130196-00-8,19362-99-3) + acrylonitrile (107-13-1,25014-41-9) → trans-4-aminomethylcyclohexanecarboxylic acid ethyl ester (35879-53-9) + C10H19NO2 + C10H19NO2 + C10H19NO2

Guidance literature:

ethyl 3-hydroxy-2-methylenebutanoate; acrylonitrile; With sulfuric acid; hydroquinone; In N,N-dimethyl-formamide; at 150 ℃; for 12h; Sealed tube;

With ammonia; hydrogen; In ethanol; at 70 ℃; for 12h; under 30003 Torr; Autoclave;

DOI:10.1002/anie.202113471

upstream raw materials:

ethanol

trans-4-aminomethyl-cyclohexyl-carboxylic acid

ethyl acrylate

ethyl 3-hydroxy-2-methylenebutanoate

Downstream raw materials:

trans 4-(tert-butyloxycarbonylaminoethyl)cyclohexaneacetaldehyde

1'-(trans-4-Ethoxycarbonyl-cyclohexylmethyl)carbamoyl-spiro [isobenzofuran-1,4'piperidin]3-one

Refernces

• 1、 -. "Gadolinium Complex of DO3A-Tranexamates Conjugate". Page/Page column 17. . Retrieved 2016/12/07.
• 2、 -. "Novel thiophene derivatives, their process of preparation and the pharmaceutical compositions which comprise them". Page/Page column 18. . Retrieved 2010/11/30.