2-Amino-3-cyclohexylpropanoic acid

Base Information

• Chemical Name: 2-Amino-3-cyclohexylpropanoic acid
• CAS No.: 4441-50-3
• Molecular Formula: C₉H₁₇NO₂
• Molecular Weight: 171.239
• Hs Code.: 2922498590
• European Community (EC) Number: 875-650-9
• NSC Number: 12794
• UNII: 3B09YU0I30
• Nikkaji Number: J2.297.263D
• Mol file: 4441-50-3.mol

Synonyms:cyclohexylalanine;cyclohexylalanine hydrochloride;cyclohexylalanine, (+-)-isomer;cyclohexylalanine, (R)-isomer;cyclohexylalanine, (S)-isomer;L-cyclohexylalanine

Chemical Property of 2-Amino-3-cyclohexylpropanoic acid

Chemical Property:

• Vapor Pressure: 0.000167mmHg at 25°C
• Boiling Point: 307.1°Cat760mmHg
• Flash Point: 139.6°C
• PSA: 63.32000
• Density: 1.075g/cm³
• LogP: 2.06900
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 171.125928785
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Cyclohexyl-DL-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)CC(C(=O)O)N

Technology Process of 2-Amino-3-cyclohexylpropanoic acid

There total 20 articles about 2-Amino-3-cyclohexylpropanoic 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: 96.0%

N-(Benzyloxycarbonyl)-2(S)-amino-3-cyclohexylpropionic acid (119860-59-2) → β-cyclohexylalanine (4441-50-3,27527-05-5,55658-63-4,58717-02-5)

Guidance literature:

With cyclohexene; palladium on activated charcoal; In ethanol; for 0.333333h; Heating;

DOI:10.1039/a707067e

Reference yield: 61.0%

3-cyclohexyl-2-oxo-propionic acid (5962-91-4) → β-cyclohexylalanine (4441-50-3,27527-05-5,55658-63-4,58717-02-5)

Guidance literature:

With phenylglycin; In water; acetonitrile; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.8b03910

Reference yield:

Phenylalanine (150-30-1,25191-15-5,658-69-5,67675-33-6) → β-cyclohexylalanine (4441-50-3,27527-05-5,55658-63-4,58717-02-5)

Guidance literature:

With hydrogenchloride; platinum; Hydrogenation;

upstream raw materials:

cyclohexylmethyl-malonic acid

Phenylalanine

2-acetylamino-3-cyclohexylpropanoic acid

2-acetylamino-2-cyclohexylmethylmalonic acid diethyl ester

Downstream raw materials:

(RS)-2-(4-chlorobenzenesulfonylamino)-3-cyclohexylpropanoic acid

C₁₆H₂₃NO₄

C₁₆H₂₂ClNO₃

C₁₇H₂₅NO₃S

Refernces

• 1、 Maegawa, Tomohiro,Akashi, Akira,Yaguchi, Kiichiro,Iwasaki, Yohei,Shigetsura, Masahiro,Monguchi, Yasunari,Sajiki, Hironao. "Efficient and Practical Arene Hydrogenation by Heterogeneous Catalysts under Mild Conditions". experimental part. p. 6953 - 6963. Retrieved 2010/02/28.
• 2、 Maegawa, Tomohiro,Akashi, Akira,Sajiki, Hironao. "A mild and facile method for complete hydrogenation of aromatic nuclei in water". . p. 1440 - 1442. Retrieved 2007/10/03.