(1S,3R)-3-azaniumylcyclopentane-1-carboxylate

Base Information

• Chemical Name: (1S,3R)-3-azaniumylcyclopentane-1-carboxylate
• CAS No.: 71830-07-4
• Molecular Formula: C6H11 N O2
• Molecular Weight: 129.159
• Hs Code.: 29299000
• Mol file: 71830-07-4.mol

Synonyms:(1S,3R)-3-azaniumylcyclopentanecarboxylate;(1S,3R)-3-azaniumylcyclopentane-1-carboxylate;D87633;A837339

Chemical Property of (1S,3R)-3-azaniumylcyclopentane-1-carboxylate

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.00278mmHg at 25°C
• Melting Point: 192 ºC
• Refractive Index: 1.4300 (estimate)
• Boiling Point: 264.7ºC at 760 mmHg
• PKA: 4.44±0.20(Predicted)
• Flash Point: 113.9 ºC
• PSA: 63.32000
• Density: 1.19 g/cm³
• LogP: 0.89870
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Air Sensitive
• XLogP3: -1.9
• 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% ^*data from raw suppliers

(1S,3R)-3-Aminocyclopentanecarboxylic acid 97 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22-22
• Safety Statements: 36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC1C(=O)[O-])[NH3+]
• Isomeric SMILES: C1C[C@H](C[C@H]1C(=O)[O-])[NH3+]
• Description: (1S,3R)-3-Aminocyclopentane carboxylic acid is a synthetic intermediate useful for pharmaceutical synthesis.

Technology Process of (1S,3R)-3-azaniumylcyclopentane-1-carboxylate

There total 31 articles about (1S,3R)-3-azaniumylcyclopentane-1-carboxylate 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: 100.0%

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one (130931-83-8) → (1S,3R)-3-aminocyclopentanecarboxylic acid (71830-07-4)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; at 20 ℃; for 24h;

Reference yield: 100.0%

(-)-2-azabicyclo[2.2.1]hept-5-en-3-one (79200-56-9) → (1S,3R)-3-aminocyclopentanecarboxylic acid (71830-07-4)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; at 20 ℃; for 24h;

Reference yield: 90.0%

trans-4-aminocyclopent-2-ene-1-carboxylic acid → trans-3-aminocyclopentane-1-carboxylic acid (19042-34-3,19297-28-0,49805-32-5,57376-72-4,71376-02-8,71830-07-4,71830-08-5,71869-43-7,89614-96-0)

Guidance literature:

With hydrogen; 10% palladium on active carbon; In acetic acid; Ambient temperature;

DOI:10.1071/CH9860855

upstream raw materials:

(1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid

(+)-2-Azabicyclo<2.2.1>heptan-3-one

(1S,3R)-3-Carbamoyl-cyclopentanecarboxylic acid

(+/-)-cis-3-(aminocarbonyl)cyclopentanecarboxylic acid

Downstream raw materials:

tert-butyl ((1R,3S)-3-(hydroxymethyl)cyclopentyl)carbamate

C₂₀H₂₁NO₂

toluene-4-sulfonic acid (1S,3R)-3-(6-benzenesulfonyl-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6H-1,3,5,6-tetraaza-as-indacen-1-yl)-cyclopentylmethyl ester

((1S,3R)-3-(6-benzenesulfonyl-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6H-1,3,5,6-tetraaza-as-indacen-1-yl)-cyclopentyl)-methanol

Refernces

• 1、 Assaf, Zeinab,Eger, Elisabeth,Vitnik, Zeljko,Fabian, Walter M. F.,Ribitsch, Doris,Guebitz, Georg M.,Faber, Kurt,Hall, Mélanie. "Identification and application of enantiocomplementary lactamases for Vince lactam derivatives". . p. 2517 - 2521. Retrieved 2015/04/14.
• 2、 -. "AMINOCYCLOPENTYL PYRIDOPYRAZINONE MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY". Page/Page column 30. . Retrieved 2010/11/27.