(1S,2S)-2-((S)-1-phenylethylamino)cyclopentanecarboxylic acid

Base Information

• Chemical Name: (1S,2S)-2-((S)-1-phenylethylamino)cyclopentanecarboxylic acid
• CAS No.: 359586-68-8
• Molecular Formula: C14H20ClNO2
• Molecular Weight: 269.7671
• Mol file: 359586-68-8.mol

Synonyms:(1S,2S)-2-((S)-1-phenylethylamino)cyclopentanecarboxylic acid;(1S,2S)-2-(((S)-1-phenylethyl)amino)cyclopentane-1-carboxylic acid

Chemical Property of (1S,2S)-2-((S)-1-phenylethylamino)cyclopentanecarboxylic acid

Chemical Property:

• Boiling Point: 384.3±35.0 °C(Predicted)
• PKA: 3.81±0.20(Predicted)
• PSA: 49.33000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 2.98140
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 233.141578849
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

≥95% ^*data from raw suppliers

(1S,2S)-2-(((S)-1-Phenylethyl)amino)cyclopentanecarboxylicacidhydrochloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)NC2CCCC2C(=O)O
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)N[C@H]2CCC[C@@H]2C(=O)O

Technology Process of (1S,2S)-2-((S)-1-phenylethylamino)cyclopentanecarboxylic acid

There total 4 articles about (1S,2S)-2-((S)-1-phenylethylamino)cyclopentanecarboxylic 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) → (1S,2S)-2-[(1'S)-phenylethyl]aminocyclopentanecarboxylic acid (359586-68-8)

Guidance literature:

Multi-step reaction with 3 steps

1: AcOH / ethanol

2: NaCNBH₃

3: LiOH

With lithium hydroxide; sodium cyanoborohydride; acetic acid; In ethanol;

DOI:10.1021/ja046280q

Reference yield:

(R)-1-phenyl-ethyl-amine (3886-69-9) → (1S,2S)-2-[(1'S)-phenylethyl]aminocyclopentanecarboxylic acid (359586-68-8)

Guidance literature:

Multi-step reaction with 3 steps

1: AcOH / ethanol

2: NaCNBH₃

3: LiOH

With lithium hydroxide; sodium cyanoborohydride; acetic acid; In ethanol;

DOI:10.1021/ja046280q

Reference yield:

ethyl (1S,2S)-2-[(1'S)-phenylethyl]aminocyclopentane-1-carboxylate hydrochloride → (1S,2S)-2-[(1'S)-phenylethyl]aminocyclopentanecarboxylic acid (359586-68-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 0 ℃; for 9h;

DOI:10.1021/jo010279h

upstream raw materials:

ethyl (1S,2S)-2-[(1'S)-phenylethyl]aminocyclopentane-1-carboxylate

(R)-1-phenyl-ethyl-amine

2-ethoxycarbonyl-1-cyclopentanone

Downstream raw materials:

(+)-(1S,2S)-2-aminocyclopentane-1-carboxylic acid

(1S,2S)-2-(9H-fluoren-9-ylmethoxycarbonyl)amino-cyclopentanecarboxylic acid

(1S,2S)-2-aminocyclopentanecarboxylic acid hydrochloride

(1S)-trans-2-<<(1,1-dimethylethoxy)carbonyl>amino>cyclopentanecarboxylic acid

Refernces

• 1、 LePlae,Umezawa,Lee,Gellman. "An efficient route to either enantiomer of trans-2-aminocyclopentanecarboxylic acid". . p. 5629 - 5632. Retrieved 2007/10/03.