2-[Hydroxy(imino)methyl]cyclopentan-1-aminium

Base Information

• Chemical Name: 2-[Hydroxy(imino)methyl]cyclopentan-1-aminium
• CAS No.: 135053-11-1
• Molecular Formula: C₆H₁₂N₂O
• Molecular Weight: 128.174
• Hs Code.: 29242998
• DSSTox Substance ID: DTXSID20928873
• Wikidata: Q72435367
• Mol file: 135053-11-1.mol

Synonyms:DTXSID20928873;2-[Hydroxy(imino)methyl]cyclopentan-1-aminium

Chemical Property of 2-[Hydroxy(imino)methyl]cyclopentan-1-aminium

Chemical Property:

• Vapor Pressure: 0.000593mmHg at 25°C
• Melting Point: 131-137 ºC
• Refractive Index: 1.4880 (estimate)
• Boiling Point: 310.6°Cat760mmHg
• PKA: 16.63±0.40(Predicted)
• Flash Point: 141.7°C
• PSA: 69.11000
• Density: g/cm³
• LogP: 0.99970
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 129.102788042
• Heavy Atom Count: 9
• Complexity: 124

Purity/Quality:

98%min ^*data from raw suppliers

rel-(1R,2S)-2-aminocyclopentane-1-carboxamide,cis ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34-20/21/22:
• Hazard Codes: C,Xn
• Statements: 34-20/21/22-22
• Safety Statements: 45-36/37/39-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(C1)[NH3+])C(=O)N
• Isomeric SMILES: C1C[C@H]([C@H](C1)[NH3+])C(=O)N

Technology Process of 2-[Hydroxy(imino)methyl]cyclopentan-1-aminium

There total 20 articles about 2-[Hydroxy(imino)methyl]cyclopentan-1-aminium 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: 78.0%

cis-2-benzyloxycarbonylamino-cyclopentanecarboxamide → cis-2-amino-1-cyclopentanecarboxamide (135053-11-1,464913-93-7,494209-32-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 40 ℃; for 8h;

DOI:10.1007/s007060200077

Reference yield: 74.0%

ethyl trans-2-amino-1-cyclopentanecarboxylate hydrochloride (119993-56-5,142547-15-7) → trans-2-aminocyclopentanecarboxamide (135053-11-1,464913-93-7,494209-32-4)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 504000h;

DOI:10.1007/s007060200077

Reference yield:

cis-2-benzyloxycarbonylamino-cyclopentanecarboxylic acid (61935-49-7,61935-50-0,135053-18-8,778598-29-1) → cis-2-amino-1-cyclopentanecarboxamide (135053-11-1,464913-93-7,494209-32-4)

Guidance literature:

Multi-step reaction with 3 steps

1: NEt₃ / toluene / -10 °C

2: 21.4 g / NH₃ / toluene; methanol / -10 - 20 °C

3: 78 percent / H₂ / 10 percent Pd/C / methanol / 8 h / 40 °C

With ammonia; hydrogen; triethylamine; palladium on activated charcoal; In methanol; toluene;

DOI:10.1007/s007060200077

upstream raw materials:

ethyl cis-2-amino-1-cyclopentane-carboxylate

cis-2-benzyloxycarbonylamino-cyclopentanecarboxylic acid

(±)-cis-2-aminocyclopentane-1-carboxylic acid hydrochloride

ethyl trans-2-amino-1-cyclopentanecarboxylate hydrochloride

Downstream raw materials:

trans-2-aminocyclopentanecarboxamide

(1R,2S)-2-aminocyclopentanecarboxamide

(1S,2S)-2-aminocyclopentanecarboxamide

Refernces

• 1、 Fitz, Monika,Lundell, Katri,Fueloep, Ferenc,Kanerva, Liisa T.. "Lipase-catalyzed kinetic resolution of 2-aminocyclopentane- and 2-aminocyclohexanecarboxamides". . p. 1129 - 1134. Retrieved 2007/10/03.
• 2、 Csomos, Peter,Bernath, Gabor,Fueloep, Ferenc. "A novel preparation of 2-aminocyclopentanecarboxamides". . p. 1077 - 1084. Retrieved 2007/10/03.