(R)-2-Amino-2-cyclopentylacetic acid

Base Information

• Chemical Name: (R)-2-Amino-2-cyclopentylacetic acid
• CAS No.: 2521-86-0
• Molecular Formula: C7H13 N O2
• Molecular Weight: 143.18
• Hs Code.: 2922499990
• European Community (EC) Number: 808-837-0
• DSSTox Substance ID: DTXSID401292171
• Nikkaji Number: J516.950J
• Mol file: 2521-86-0.mol

Synonyms:2521-86-0;(R)-2-Amino-2-cyclopentylacetic acid;D-Cyclopentylglycine;2-Cyclopentyl-D-glycine;(2R)-2-AMINO-2-CYCLOPENTYLACETIC ACID;(2R)-AMINO(CYCLOPENTYL)ACETIC ACID;H-D-CPG-OH;MFCD03788075;SCHEMBL919635;CYCLOPENTANEACETIC ACID, ALPHA-AMINO-, (ALPHAR)-;(R)-2-CYCLOPENTYLGLYCINE;XBPKRVHTESHFAA-ZCFIWIBFSA-N;DTXSID401292171;CS-D0303;(R)-2-Amino-2-cyclopentylaceticacid;AKOS006342818;AC-3532;D-beta-Cyclopentylglycine (H-D-Cpg-OH);DS-18394;HY-33259;(alphaR)-alpha-Aminocyclopentaneacetic acid;EN300-1297761;(2R)-Amino(cyclopentyl)ethanoic acid, AldrichCPR;A817714;2-(cyclopentylamino)acetic acid;J-015876

Chemical Property of (R)-2-Amino-2-cyclopentylacetic acid

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 276.559oC at 760 mmHg
• PKA: 2.49±0.10(Predicted)
• Flash Point: 121.059oC
• PSA: 63.32000
• Density: 1.168g/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:

99% ^*data from raw suppliers

(R)-2-Cyclopentylglycine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C1)C(C(=O)O)N
• Isomeric SMILES: C1CCC(C1)[C@H](C(=O)O)N
• Uses: D-Cyclopentylglycine

Technology Process of (R)-2-Amino-2-cyclopentylacetic acid

There total 6 articles about (R)-2-Amino-2-cyclopentylacetic 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: 98.0%

(1R,3R,4S)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>hept-5-ene-3-carboxylic acid benzyl ester → (2R)-cyclopentyl glycine (2521-86-0,2521-82-6)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In methanol; for 24h; under 5320 Torr; Ambient temperature;

DOI:10.1021/jo981838w

Reference yield:

cyclopentylglycine (933-95-9,2521-82-6) → (2R)-cyclopentyl glycine (2521-86-0,2521-82-6)

Guidance literature:

With borane-ammonia complex; oxygen; ammonium formate; L-amino acid oxidase; In water; for 5h; pH=6.7;

DOI:10.1016/S0040-4039(01)02233-X

Reference yield:

3-trimethylsilylcyclopent-1-ene (14579-08-9) → (2R)-cyclopentyl glycine (2521-86-0,2521-82-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / BF₃*Et₂O / CH₂Cl₂ / 1) -78 deg C, 15 min, 2) r.t., 3-6 h

2: 76 percent / H₂ / 10percent Pd/C / ethanol; tetrahydrofuran / 17 h / 2068.6 Torr

With boron trifluoride diethyl etherate; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jo00051a019

upstream raw materials:

(+)-(2R)-N-Acetyl-2-cyclopentylglycin

2-Amino-2-cyclopentyl-N-methoxyacetamide

cyclopentylglycine

3-trimethylsilylcyclopent-1-ene

Downstream raw materials:

(R)-2-((tertbutoxycarbonyl)amino)-2-cyclopentylacetic acid

Refernces

• 1、 Alonso, Diego A.,Bertilsson, Sophie K.,Johnsson, Sandra Y.,Nordin, Sofia J. M.,Soedergren, Mikael J.,Andersson, Pher G.. "New expedient route to both enantiomers of nonproteinogenic α-amino acid derivatives from the unsaturated 2-aza-bicyclo moiety". . p. 2276 - 2280. Retrieved 2007/10/03.