CID 11882158

Base Information

• Chemical Name: CID 11882158
• CAS No.: 71830-08-5
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• Hs Code.: 29299000
• Mol file: 71830-08-5.mol

Synonyms:SCHEMBL22800565

Chemical Property of CID 11882158

Chemical Property:

• Appearance/Colour: off-white to beige crystalline powder
• Vapor Pressure: 0.00278mmHg at 25°C
• Melting Point: 172.1 °C
• Refractive Index: 1.514
• Boiling Point: 264.7 °C at 760 mmHg
• PKA: 4.44±0.20(Predicted)
• Flash Point: 113.9 °C
• PSA: 63.32000
• Density: 1.19 g/cm³
• LogP: 0.89870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• Water Solubility.: Slightly soluble in water.
• 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%,99%, ^*data from raw suppliers

(1R,3S)-3-AminocyclopentanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

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

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: (1R,3S)-3-Aminocyclopentane carboxylic acid is a synthetic intermediate useful for pharmaceutical synthesis.
• Uses: (1R,3S)-(-)-3-Aminocyclopentanecarboxylic acid is used as pharmaceutical intermediate. (1R,3S)-3-Aminocyclopentanecarboxylic Acid is used in the synthesis of aminocyclopentanecarboxylic acid-containing cyclic RGD peptides. It is also used to prepare BMS-457, a potent and selective CCR1 antagonist.

Technology Process of CID 11882158

There total 34 articles about CID 11882158 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: 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

Reference yield: 78.0%

trans-3-phthalimidocyclopentane-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 hydrazine; In methanol; Heating;

DOI:10.1071/CH9860855

Reference yield: 44.0%

C7H11NO2 → (1R,3S)-3-aminocyclopentanecarboxylic acid (71830-08-5) + C7H11NO2

Guidance literature:

With water; benzylamine; lipase B from Candida antarctica; In isopropyl alcohol; at 60 ℃; for 55h; Enzymatic reaction;

DOI:10.1016/j.tetasy.2016.06.019

upstream raw materials:

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

cis-1,3-cyclopentanedicarboxylic acid

(1R,3S)-dimethyl cyclopentane-1,3-dicarboxylate

(+)-cis-(1S,3R)-3-carbomethoxycyclopentane carboxylic acid

Downstream raw materials:

(1R,3S)-3-(9-fluorenylmethoxycarbonylamino)cyclopentanecarboxylic acid

(1R,3S)-methyl 3-aminocyclopentanecarboxylate hydrochloride

(1R,3S)-3-(4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenylamino)cyclopentanecarboxylic acid

(1S,3R)-3-amino-cyclopentanecarboxylic acid methyl ester hydrochloride

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、 Chenevert,Martin. "Enantioselective synthesis of (+) and (-)-cis-3-aminocyclopentanecarboxylic acids by enzymatic asymmetrization". . p. 199 - 200. Retrieved 2007/10/02.