2-(Aminomethyl)cyclopropanecarboxylic acid

Base Information

• Chemical Name: 2-(Aminomethyl)cyclopropanecarboxylic acid
• CAS No.: 215597-45-8
• Molecular Formula: C₅H₉NO₂
• Molecular Weight: 115.132
• DSSTox Substance ID: DTXSID50944162
• Wikidata: Q27088413
• Mol file: 215597-45-8.mol

Synonyms:2-(aminomethyl)cyclopropanecarboxylic acid;2-(aminomethyl)cyclopropanecarboxylic acid, (cis)-(+-)-isomer;2-(aminomethyl)cyclopropanecarboxylic acid, (cis)-isomer;2-(aminomethyl)cyclopropanecarboxylic acid, (trans)-(+-)-isomer;cis-CAMP;trans-CAMP

Chemical Property of 2-(Aminomethyl)cyclopropanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.00456mmHg at 25°C
• Refractive Index: 1.536
• Boiling Point: 256.9°Cat760mmHg
• Flash Point: 109.2°C
• PSA: 63.32000
• Density: 1.275g/cm³
• LogP: 0.36610
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 113

Purity/Quality:

97% ^*data from raw suppliers

2-(AMINOMETHYL)CYCLOPROPANECARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C1C(=O)O)CN

Technology Process of 2-(Aminomethyl)cyclopropanecarboxylic acid

There total 29 articles about 2-(Aminomethyl)cyclopropanecarboxylic 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: 89.0%

ethyl trans-2-(aminomethyl)cyclopropanecarboxylate → (+/-)-TAMP (82260-00-2,215597-45-8,36489-13-1)

Guidance literature:

With sodium hydroxide; In ethanol; at 100 ℃; for 0.5h;

DOI:10.1039/P19820002563

Reference yield: 89.0%

(1R,2S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-cyclopropanecarboxylic acid (496811-01-9) → (+/-)-CAMP (215597-45-8,36489-13-1)

Guidance literature:

With aminomethylated polystyrene resin; In ethanol; Heating;

DOI:10.1055/s-2002-34249

Reference yield: 80.0%

(1R,5S)-3-aza-2-oxobicyclo<3.1.0>hexane (169532-12-1) → (+/-)-CAMP (215597-45-8,36489-13-1)

Guidance literature:

With hydrogenchloride; at 70 ℃; for 8h;

DOI:10.1016/j.tet.2008.01.063

upstream raw materials:

(1R,2R)-2-(Acetylamino-methyl)-cyclopropanecarboxylic acid

N,N-bis(trimethylsilyl)allylamine

methyl diazoacetate

(+/-)-cis-3-oxabicyclo<3.1.0>hexan-2-one

Refernces

• 1、 Baxendale, Ian R.,Ernst, Martin,Krahnert, Wolf-Rüdiger,Ley, Steven V.. "Application of polymer-supported enzymes and reagents in the synthesis of γ-aminobutyric acid (GABA) analogues". . p. 1641 - 1644. Retrieved 2007/10/03.
• 2、 Paulini, Klaus,Reissig, Hans-Ulrich. "An Efficient Route to GABA-Analogous Amino Acids: Cyclopropanation of N-Silylated Allylamines and Enamines". . p. 455 - 461. Retrieved 2007/10/02.