(1R,2R)-2-aminocyclopentanecarboxylic acid

Base Information

• Chemical Name: (1R,2R)-2-aminocyclopentanecarboxylic acid
• CAS No.: 136315-77-0
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.16
• UNII: 36G8O949X4,3H6P0920VL
• Nikkaji Number: J593.000F
• Mol file: 136315-77-0.mol

Synonyms:(1R,2R)-2-aminocyclopentanecarboxylic acid;40482-05-1;136315-77-0;(1R,2R)-2-aminocyclopentane-1-carboxylic acid;(1R,2R)-(-)-2-Amino-1-cyclopentanecarboxylic acid;Transpentacin, (-)-;trans-2-aminocyclopentanecarboxylic acid;(-)-Transpentacin;(+/-)-Transpentacin;Transpentacin, (+/-)-;Cyclopentanecarboxylic acid, 2-amino-, (1R,2R)-;Cyclopentanecarboxylic acid, 2-amino-, (1R,2R)-rel-;(1R,2R)-2-amino-cyclopentanecarboxylic acid;3H6P0920VL;FR-109615, trans-(-)-;MFCD14155659;36G8O949X4;FR-109615, trans-(+/-)-;trans-2-Aminocyclopentane-1-carboxylic acid;trans-(1R,2R)-2-Aminocyclopentane-1-carboxylic acid;(R,R)-Transpentacin;SCHEMBL420637;UNII-3H6P0920VL;UNII-36G8O949X4;JWYOAMOZLZXDER-RFZPGFLSSA-N;2-Aminocyclopentanecarboxylic acid #;MFCD09749903;AKOS006329217;trans-2-aminocyclopentanecarboxylicacid;(1R,2R)-2-aminocyclopentanecarboxylic?acid;CS-0131295;Cyclopentanecarboxylic acid, 2-amino-, trans-;EN300-93019;EN300-6473082;J-500284;rac-(1R,2R)-2-aminocyclopentane-1-carboxylic acid;trans-(1R,2R)-2-Amino-cyclopentanecarboxylic acid;InChI=1/C6H11NO2/c7-5-3-1-2-4(5)6(8)9/h4-5H,1-3,7H2,(H,8,9)/t4-,5-/m1/s

Chemical Property of (1R,2R)-2-aminocyclopentanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.00278mmHg at 25°C
• Refractive Index: 1.514
• Boiling Point: 264.7 °C at 760 mmHg
• PKA: 3.87±0.20(Predicted)
• Flash Point: 113.9 °C
• PSA: 63.32000
• Density: 1.19 g/cm³
• LogP: 0.89870
• XLogP3: -2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 124

Purity/Quality:

98%min ^*data from raw suppliers

(1R,2R)-2-Aminocyclopentanecarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (1R,2R)-2-aminocyclopentanecarboxylic acid

There total 8 articles about (1R,2R)-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:

2-ethoxycarbonyl-1-cyclopentanone (611-10-9) → trans-(1R,2R)-2-aminocyclopentanecarboxylic acid (136315-77-0,37910-65-9)

Guidance literature:

Multi-step reaction with 4 steps

1: AcOH / ethanol

2: NaCNBH₃

3: LiOH

4: H₂ / Pd/C

With lithium hydroxide; hydrogen; sodium cyanoborohydride; acetic acid; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja046280q

Reference yield:

(1R,2R)-2-((R)-1-Phenyl-ethylamino)-cyclopentanecarboxylic acid → trans-(1R,2R)-2-aminocyclopentanecarboxylic acid (136315-77-0,37910-65-9)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1021/ja046280q

Reference yield:

(1R,2R)-2-((R)-1-Phenyl-ethylamino)-cyclopentanecarboxylic acid ethyl ester (163877-11-0) → trans-(1R,2R)-2-aminocyclopentanecarboxylic acid (136315-77-0,37910-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: LiOH

2: H₂ / Pd/C

With lithium hydroxide; hydrogen; palladium on activated charcoal;

DOI:10.1021/ja046280q

upstream raw materials:

(trans-(1R,2R)-2-aminocyclopentanecarbonyl)-(R)-(+)-α-methylbenzylamine

2-ethoxycarbonyl-1-cyclopentanone

(1R,2R)-2-((R)-1-Phenyl-ethylamino)-cyclopentanecarboxylic acid ethyl ester

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

Downstream raw materials:

N-(benzyloxycarbonyl)-β-benzyl-L-aspartyl-trans-(1R,2R)-2-aminocyclopentanecarboxylic acid methyl ester

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

Refernces

• 1、 Yamazaki, Toshimasa,Zhu, Yun-Fei,Probstl, Albert,Chadha, Raj K.,Goodman, Murray. "Probing a Molecular Model of Taste Utilizing Peptidomimetic Stereoisomers of 2-Aminocyclopentanecarboxylic Acid Methyl Ester". . p. 6644 - 6655. Retrieved 2007/10/02.