(1R,2R)-2-azaniumylcyclohexane-1-carboxylate

Base Information

• Chemical Name: (1R,2R)-2-azaniumylcyclohexane-1-carboxylate
• CAS No.: 26685-83-6
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• Hs Code.: 2922390090
• Mol file: 26685-83-6.mol

Synonyms:

Chemical Property of (1R,2R)-2-azaniumylcyclohexane-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.00103mmHg at 25°C
• Melting Point: 0 °C
• Refractive Index: -76.5 ° (C=1, H2O)
• Boiling Point: 280 °C at 760 mmHg
• PKA: 3.77±0.28(Predicted)
• Flash Point: 123.1 °C
• PSA: 63.32000
• Density: 1.133 g/cm³
• LogP: 1.28880
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

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

(1R,2R)-2-Aminocyclohexanecarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)C(=O)[O-])[NH3+]
• Isomeric SMILES: C1CC[C@H]([C@@H](C1)C(=O)[O-])[NH3+]
• Uses: (1R,2R)-2-Aminocyclohexanecarboxylic acid is used as an organic chemical synthesis intermediate.

Technology Process of (1R,2R)-2-azaniumylcyclohexane-1-carboxylate

There total 53 articles about (1R,2R)-2-azaniumylcyclohexane-1-carboxylate 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-2-(dibenzylamino)cyclohexane-1-carboxylic acid → (1R,2R)-2-aminocyclohexanecarboxylic Acid (5691-19-0,5691-20-3,24716-93-6,26685-83-6,45743-49-5,57090-28-5,75081-40-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 60h; under 1034.32 Torr;

DOI:10.1016/j.tetlet.2014.12.101

Reference yield: 92.0%

(1S,2S)-1-cyano-2-[N-(4-nitrobenzoyl)amino]cyclohexane (864445-67-0) → rac-trans-2-aminocyclohexanecarboxylic acid (5691-19-0,5691-20-3,24716-93-6,26685-83-6,45743-49-5,57090-28-5,75081-40-2)

Guidance literature:

With hydrogenchloride; at 90 ℃; for 120h;

DOI:10.1021/ja053486y DOI:10.1016/j.tet.2007.02.081

Reference yield: 89.0%

(3S,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-carboxylic acid (506444-80-0) → rac-trans-2-aminocyclohexanecarboxylic acid (5691-19-0,5691-20-3,24716-93-6,26685-83-6,45743-49-5,57090-28-5,75081-40-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 22h; under 760.051 Torr;

DOI:10.1021/ja020879d

upstream raw materials:

(-)-(R,R)-N-benzoyl-trans-2-aminocyclohexanecarboxylic acid

trans-2-amino-1-cyclohexyl carboxylic acid ethyl ester

(1R,2R)-2-(benzyloxycarbonylamino)cyclohexylcarboxylic acid

(1R,2R)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid

Downstream raw materials:

(1S,2S)-2-(benzothiazol-2-ylamino)cyclohexylmethanol

(1S,2S)-2-amino-cyclohexylmethanol

(-)-(1R,2R)-2-(2,4-Dinitroanilino)cyclohexanecarboxylic acid

(1S,2S)-2-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)cyclohexanecarboxylic acid

Refernces

• 1、 Joannesse, Caroline,Johnston, Craig P.,Morrill, Louis C.,Woods, Philip A.,Kieffer, Madeleine,Nigst, Tobias A.,Mayr, Herbert,Lebl, Tomas,Philp, Douglas,Bragg, Ryan A.,Smith, Andrew D.. "Isothiourea-mediated asymmetric O- to C-carboxyl transfer of oxazolyl carbonates: Structure-selectivity profiles and mechanistic studies". supporting information; experimental part. p. 2398 - 2408. Retrieved 2012/03/27.
• 2、 Dutot, Laurence,Gaucher, Anne,Elkassimi, Khadidja,Drapeau, Jeremy,Wakselman, Michel,Mazaleyrat, Jean-Paul,Peggion, Cristina,Formaggio, Fernando,Toniolo, Claudio. "Synthesis and characterisation of helical β-peptide architectures that contain (S)-β3-HDOPA(crown ether) derivatives". supporting information; scheme or table. p. 3154 - 3163. Retrieved 2009/04/11.