(S)-2-Amino-3-cyclohexylpropanamide

Base Information

• Chemical Name: (S)-2-Amino-3-cyclohexylpropanamide
• CAS No.: 145232-34-4
• Molecular Formula: C9H18 N2 O
• Molecular Weight: 170.255
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70471627
• Wikidata: Q82300210
• Mol file: 145232-34-4.mol

Synonyms:145232-34-4;(S)-2-Amino-3-cyclohexylpropanamide;3-CYCLOHEXYL-L-ALANINE AMIDE;H-Cha-NH2;(2S)-2-amino-3-cyclohexylpropanamide;Beta-cyclohexyl-l-alaninamide hydrochloride;b-Cyclohexyl-L-alanine amide;SCHEMBL4319266;DTXSID70471627;MFCD00672503;AKOS006271693;3-Cyclohexyl-L-alanine amide, AldrichCPR;BP-12385;Cyclohexanepropanamide, alpha-amino-, (alphaS)-;(S)-2-Amino-3-cyclohexylpropanamide L-Cha-NH2.HCl

Chemical Property of (S)-2-Amino-3-cyclohexylpropanamide

Chemical Property:

• Melting Point: 112-115 °C
• Boiling Point: 329.6±25.0 °C(Predicted)
• PKA: 16.00±0.50(Predicted)
• PSA: 69.11000
• Density: 1.029±0.06 g/cm3(Predicted)
• LogP: 2.17000
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 170.141913202
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99.3% ^*data from raw suppliers

H-Cha-NH2 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)CC(C(=O)N)N
• Isomeric SMILES: C1CCC(CC1)C[C@@H](C(=O)N)N

Technology Process of (S)-2-Amino-3-cyclohexylpropanamide

There total 2 articles about (S)-2-Amino-3-cyclohexylpropanamide 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: 88.0%

L-Phenylalanine amide (5241-58-7) → L-cyclohexylalanine amide (145232-34-4)

Guidance literature:

With 5% rhodium on activated aluminium oxide; hydrogen; In water; at 100 ℃; for 18h; under 13689.1 Torr; Solvent; Temperature; Time;

DOI:10.1021/op0200773

Reference yield:

N-BOC-β-cyclohexylalanine amide (141408-67-5) → L-cyclohexylalanine amide (145232-34-4)

Guidance literature:

In ethyl acetate; toluene;

Reference yield:

L-cyclohexylalanine amide (145232-34-4) → 4-[3-({[(S)-1-((S)-1-Carbamoyl-2-cyclohexyl-ethylcarbamoyl)-2-carboxy-ethylcarbamoyl]-methyl}-ethyl-carbamoyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 6 steps

1: N-methylpiperidine / CH₂Cl₂; toluene / 16 h / Ambient temperature

2: TFA / CH₂Cl₂ / 2 h / 0 °C

3: N-methylpiperidine / CH₂Cl₂; toluene / 16 h / Ambient temperature

4: TFA / CH₂Cl₂ / 2 h / 0 °C

5: Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

6: H₂, AcOH / 10percent Pd/C / methanol / 16 h / 2327.2 Torr

With N-methylcyclohexylamine; hydrogen; acetic acid; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; toluene;

DOI:10.1021/jm9801096

upstream raw materials:

N-BOC-β-cyclohexylalanine amide

L-Phenylalanine amide

Downstream raw materials:

(S)-3-tert-Butoxycarbonylamino-N-((S)-1-carbamoyl-2-cyclohexyl-ethyl)-succinamic acid benzyl ester

(S)-3-Amino-N-((S)-1-carbamoyl-2-cyclohexyl-ethyl)-succinamic acid benzyl ester

(S)-N-((S)-1-Carbamoyl-2-cyclohexyl-ethyl)-3-(2-ethylamino-acetylamino)-succinamic acid benzyl ester

Refernces

• 1、 -. "Antithrombotic azacycloalkylalkanoyl peptides and pseudopeptides". . . Retrieved 2008/06/13.