L-Cyclopentylglycine

Base Information

• Chemical Name: L-Cyclopentylglycine
• CAS No.: 2521-84-8
• Molecular Formula: C7H13NO2
• Molecular Weight: 143.186
• Hs Code.: 2922499990
• European Community (EC) Number: 813-626-1
• DSSTox Substance ID: DTXSID20438806
• Nikkaji Number: J516.949F
• Wikidata: Q72460437
• Mol file: 2521-84-8.mol

Synonyms:L-Cyclopentylglycine;2521-84-8;2-Cyclopentyl-L-glycine;H-Cyclopentyl-Gly-OH;(s)-2-amino-2-cyclopentylacetic acid;(2s)-amino(cyclopentyl)ethanoic acid;(2S)-2-AMINO-2-CYCLOPENTYLACETIC ACID;MFCD03788076;h-gly(cyclopentyl)-oh;l-beta-cyclopentylglycine;H-L-CPG-OH;SCHEMBL1053865;CYCLOPENTANEACETIC ACID, ALPHA-AMINO-, (ALPHAS)-;(S)-2-CYCLOPENTYLGLYCINE;DTXSID20438806;XBPKRVHTESHFAA-LURJTMIESA-N;AMY22049;AKOS016842806;AC-5887;CS-W008530;HY-W008530;L-beta-Cyclopentylglycine (H-L-Cpg-OH);DS-10547;EN300-93400;A817713;Q-101642

Chemical Property of L-Cyclopentylglycine

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.506
• Boiling Point: 276.6 °C at 760 mmHg
• PKA: 2.49±0.10(Predicted)
• Flash Point: 121.1 °C
• PSA: 63.32000
• Density: 1.167 g/cm³
• LogP: 1.28880
• Storage Temp.: Store at 0°C
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

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

L-Cyclopentylglycine 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)C(C(=O)O)N
• Isomeric SMILES: C1CCC(C1)[C@@H](C(=O)O)N
• Uses: L-Cyclopentylglycine is used in the preparation and resolution of cyclopentaneglycine. 2-Cyclopentyl-L-glycine is used in the preparation and resolution of cyclopentaneglycine.

Technology Process of L-Cyclopentylglycine

There total 10 articles about L-Cyclopentylglycine 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: 91.0%

(3S,5S,6R)-3-Cyclopent-2-enyl-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester (112741-63-6,112741-64-7) → (S)-2-amino-2-cyclopentylacetic acid (2521-84-8,2521-82-6)

Guidance literature:

With hydrogen; palladium dichloride; In tetrahydrofuran; ethanol; for 28h; under 2068.6 Torr;

DOI:10.1021/ja00213a031

Reference yield: 84.0%

benzyl (2R,3S,5S)-(-)-6-oxo-2,3-diphenyl-5-cyclopentyl-4-morpholinecarboxylate (546141-10-0) → (S)-2-amino-2-cyclopentylacetic acid (2521-84-8,2521-82-6)

Guidance literature:

With hydrogen; palladium dichloride; In tetrahydrofuran; methanol; for 48h; under 3102.89 Torr;

DOI:10.1016/S0040-4039(03)00370-8

Reference yield: 79.0%

cyclopentylglycine (933-95-9,2521-82-6) → (S)-2-amino-2-cyclopentylacetic acid (2521-84-8,2521-82-6)

Guidance literature:

With porcine kidney D-amino acid oxidase (EC 1.4.3.3.); sodium cyanoborohydride; flavin adenine dinucleotide; In phosphate buffer; at 37 ℃;

DOI:10.1039/b107580m

upstream raw materials:

2-acetamido-2-cyclopentylacetic acid

2-Amino-2-cyclopentyl-N-methoxyacetamide

(3S,5S,6R)-3-Cyclopent-2-enyl-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester

cyclopentylglycine

Downstream raw materials:

C₄₅H₅₈N₈O₆Si

Refernces

• 1、 Singh, Satendra,Pennington, Michael W.. "An efficient asymmetric synthesis of Fmoc-L-cyclopentylglycine via diastereoselective alkylation of glycine enolate equivalent". . p. 2683 - 2685. Retrieved 2007/10/03.
• 2、 Roos, Eric C.,Mooiweer, Hendrik H.,Hiemstra, Henk,Speckamp, W. Nico,Kaptein, Bernard,et al.. "Synthesis of Racemic α-Amino Carboxamides via Lewis Acid-Mediated Reactions of α-Methoxyglycinamide Derivatives with Allylsilanes: Enzymatic Resolution to Optically Active α-Amino Acids". . p. 6769 - 6778. Retrieved 2007/10/02.