cis-2-Aminocyclopentanecarboxylic acid

Base Information

• Chemical Name: cis-2-Aminocyclopentanecarboxylic acid
• CAS No.: 64191-14-6
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• Hs Code.: 2922499990
• Mol file: 64191-14-6.mol

Synonyms:cis-2-Aminocyclopentanecarboxylic acid

Chemical Property of cis-2-Aminocyclopentanecarboxylic acid

Chemical Property:

• Melting Point: 218-219 °C (sublm)(Solv: water (7732-18-5); acetone (67-64-1))
• Boiling Point: 264.72 °C at 760 mmHg
• PKA: 3.87±0.20(Predicted)
• Flash Point: 113.899 °C
• PSA: 63.32000
• Density: 1.19 g/cm³
• LogP: 0.89870
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 119

Purity/Quality:

98%Min ^*data from raw suppliers

(1S,2R)-(+)-2-AMINO-1-CYCLOPENTANE CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(C1)[NH3+])C(=O)[O-]
• Isomeric SMILES: C1C[C@@H]([C@@H](C1)[NH3+])C(=O)[O-]

Technology Process of cis-2-Aminocyclopentanecarboxylic acid

There total 20 articles about cis-2-Aminocyclopentanecarboxylic 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: 93.0%

benzyl (3aS,6aR)-3-oxohexahydro-1H-cyclopenta[c]isoxazole-1-carboxylate (1442488-68-7) → cis-2-amino-1-cyclopentane-carboxylic acid (64191-14-6,37910-65-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 65 ℃; for 24h; under 45603.1 Torr;

DOI:10.1002/ejoc.201300197

Reference yield: 90.0%

(1S,2R)-2-phthalimidocyclopentane-1-carboxylic acid (186249-66-1) → cis-2-amino-1-cyclopentane-carboxylic acid (64191-14-6,37910-65-9)

Guidance literature:

With methylamine; In ethanol; for 1.5h; Ambient temperature;

DOI:10.1016/S0957-4166(96)00465-X

Reference yield: 87.0%

(1S,2R,αR)-2--1-(carbobenzyloxy)cyclopentane (163705-84-8) → cis-2-amino-1-cyclopentane-carboxylic acid (64191-14-6,37910-65-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃;

DOI:10.1081/SCC-100105666

upstream raw materials:

(±)-cis-2-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid

(1S,2R,αR)-2--1-(carbobenzyloxy)cyclopentane

(1S,2R)-2-phthalimidocyclopentane-1-carboxylic acid

(-)-(1S,2R)-N-benzyl-2-amino-cyclopentane-1-carboxylic acid

Downstream raw materials:

(1S,2R)-2-(5-bromo-2-{4-[methyl-(1-methyl-piperidin-4-yl)-carbamoyl]-phenylamino}-pyrimidin-4-ylamino)-cyclopentanecarboxylic Acid

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

Refernces

• 1、 Aggarwal, Varinder K.,Roseblade, Stephen J.,Barrell, Juliet K.,Alexander, Rikki. "Highly Diastereoselective Nitrone Cycloaddition onto a Chiral Ketene Equivalent: Asymmetric Synthesis of Cispentacin". . p. 1227 - 1229. Retrieved 2007/10/03.
• 2、 -. "Dolastatin 15 derivatives". . . Retrieved 2008/06/13.