cis-3-Aminocyclohexanecarboxylic acid

Base Information

• Chemical Name: cis-3-Aminocyclohexanecarboxylic acid
• CAS No.: 16636-51-4
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• European Community (EC) Number: 819-557-3
• Nikkaji Number: J231.874A
• Mol file: 16636-51-4.mol

Synonyms:3-aminocyclohexanecarboxylic acid;3-aminocyclohexanecarboxylic acid, (trans-(+-))-isomer;3-aminocyclohexanecarboxylic acid, cis-isomer;3-aminocyclohexanecarboxylic acid, trans-isomer;cis-3-aminocyclohexanecarboxylic acid;cis-ACHA

Chemical Property of cis-3-Aminocyclohexanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.00103mmHg at 25°C
• Melting Point: 278 °C
• Refractive Index: 1.503
• Boiling Point: 280°C at 760 mmHg
• PKA: 3.99±0.10(Predicted)
• Flash Point: 123.1°C
• PSA: 63.32000
• Density: 1.133g/cm³
• LogP: 1.28880
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Soluble in water
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

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

(1S,3R)-3-aminocyclohexane-1-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC(C1)N)C(=O)O
• Isomeric SMILES: C1C[C@H](C[C@H](C1)N)C(=O)O

Technology Process of cis-3-Aminocyclohexanecarboxylic acid

There total 17 articles about cis-3-Aminocyclohexanecarboxylic acid 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%

(Z)-5-azido-3-cyclohexenecarboxylic acid → (+/-)-cis-3-aminocyclohexanecarboxylic acid (16636-51-4,25912-50-9,34583-99-8,38541-66-1,57043-02-4,81131-39-7,81131-40-0,41235-88-5,933445-51-3,933445-54-6)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; for 48h; Ambient temperature;

DOI:10.1021/jo00275a011

Reference yield: 99.0%

(d,l)-trans-3-azidocyclohex-4-ene-1-carboxylic acid → trans-3-aminocyclohexanecarboxylic acid (16636-51-4,25912-50-9,34583-99-8,38541-66-1,57043-02-4,81131-39-7,81131-40-0,41235-88-5,933445-51-3,933445-54-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 48h; Ambient temperature;

DOI:10.1021/jo00275a011

Reference yield: 87.0%

3-[(tert-butoxycarbonyl)amino]cyclo-hexanecarboxylic acid (334932-13-7,218772-92-0,222530-33-8) → chloromethyl-N-t-butyloxycarbonyl-3-amino-cyclohexanecarboxylate (334932-23-9) + 3-aminocyclohexanecarboxylic acid (16636-51-4,25912-50-9,34583-99-8,38541-66-1,57043-02-4,81131-39-7,81131-40-0,41235-88-5,933445-51-3,933445-54-6)

Guidance literature:

upstream raw materials:

meta-aminobenzoic acid

i-Amyl alcohol

3-[(tert-butoxycarbonyl)amino]cyclo-hexanecarboxylic acid

trans rac-cyclohexyl 1,3-dicarboxylic acid

Downstream raw materials:

(±)-cis-3-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid

racemic trans-3-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid

C₁₈H₂₈N₂O₃

3-(3-(adamantan-1-yl)ureido)-cyclohexanecarboxylic acid ((1-phenyl-2-(2-ethoxyethoxy))ethyl) ester

Refernces

• 1、 Badland, Matthew,Bains, Carol A.,Howard, Roger,Laity, Daniel,Newman, Sandra D.. "An improved synthesis of (1R,3S)-3-[(tert-butoxycarbonyl)amino] cyclohexanecarboxylic acid". experimental part. p. 864 - 866. Retrieved 2010/11/02.
• 2、 -. "Substituted pyrroles suitable for continuous infusion". . . Retrieved 2008/06/13.