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ChemicalBook >> CAS DataBase List >>L-Cyclohexylalanine

L-Cyclohexylalanine

CAS No.
27527-05-5
Chemical Name:
L-Cyclohexylalanine
Synonyms
(S)-2-AMino-3-cyclohexylpropanoic acid;H-L-CHA-OH;L-CHA;Cha-OH;L-CHA-OH;(S)-CYCLOHEXYLALANINE;3-CYCLOHEXYL-L-ALANINE;2-AMINO-3-CYCLOHEXYLPROPANOIC ACID;H-CHA-OH;H-CHA-OH HCL
CBNumber:
CB6358914
Molecular Formula:
C9H17NO2
Molecular Weight:
171.24
MDL Number:
MFCD00190861
MOL File:
27527-05-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-15 22:31:22
Product description Number Pack Size Price
(S)-2-Amino-3-cyclohexylpropanoic Acid C3884 1G $86
(S)-2-Amino-3-cyclohexylpropanoic Acid C3884 5G $301
beta-Cyclohexyl-L-alanine Asreported 270357 2g $333
beta-Cyclohexyl-L-alanine Asreported 270357 5g $569
beta-Cyclohexyl-L-alanine Asreported 270357 10g $789
More product size

L-Cyclohexylalanine Properties

Melting point 322 °C
Boiling point 307.1±25.0 °C(Predicted)
Density 1.075±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
pka 2.33±0.10(Predicted)
form Solid
color White to off-white
InChI InChI=1/C9H17NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h7-8H,1-6,10H2,(H,11,12)/t8-/s3
InChIKey ORQXBVXKBGUSBA-SBYBRXNCNA-N
SMILES C1(CCCCC1)C[C@H](N)C(=O)O |&1:7,r|
CAS DataBase Reference 27527-05-5(CAS DataBase Reference)
FDA UNII GYR4SF0FVQ

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-37/39-26
WGK Germany  3
10
Hazard Note  Irritant
HS Code  2922498590

L-Cyclohexylalanine price More Price(92)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical C3884 (S)-2-Amino-3-cyclohexylpropanoic Acid 27527-05-5 1G $86 2026-04-30 Buy
TCI Chemical C3884 (S)-2-Amino-3-cyclohexylpropanoic Acid 27527-05-5 5G $301 2026-04-30 Buy
Usbiological 270357 beta-Cyclohexyl-L-alanine Asreported 27527-05-5 2g $333 2026-06-03 Buy
Usbiological 270357 beta-Cyclohexyl-L-alanine Asreported 27527-05-5 5g $569 2026-06-03 Buy
Usbiological 270357 beta-Cyclohexyl-L-alanine Asreported 27527-05-5 10g $789 2026-06-03 Buy
Product number Packaging Price Buy
C3884 1G $86 Buy
C3884 5G $301 Buy
270357 2g $333 Buy
270357 5g $569 Buy
270357 10g $789 Buy

L-Cyclohexylalanine Chemical Properties,Uses,Production

Description

L-Cyclohexylalanine is a kind of amino acid analog. It has some pharmacological effects. Study has shown that some of its derivatives exhibit potent bactericidal activity against drug-resistant gram-positive pathogens. Its derivatives can also act as dipeptidyl peptidase-IV inhibitor, which can be used for the treatment or prevention of diabetes. 

References

http://nizetlab.ucsd.edu/Publications/CombinatorialLibrary.pdf
Duffy, Joseph L, et al. "Cyclohexylalanine derivatives as dipeptidyl peptidase-IV inhibitors for the treatment or prevention of diabetes." CN, CN 1960990 A. 2007.
Aarstad, K, T. L. Zimmer, and S. G. Laland. "The fidelity of gramicidin S synthetase." European Journal of Biochemistry 112.2(1980):335-338.

Chemical Properties

white to light yellow crystal powder

Uses

(S)-(+)-Cyclohexylalanine

Synthesis

L-Phenylalanine

63-91-2

L-Cyclohexylalanine

27527-05-5

Example 2: Preparation of L-cyclohexylalanine Dissolve or suspend 20 g (121 mmol) of L-phenylalanine in a mixture of 200 ml of deionized water, 200 ml of isopropanol and 12.2 ml (146 mmol) of 37% hydrochloric acid. 2 g of Pt/Rh catalyst (4% Pt + 1% Rh loaded on activated carbon with ~50% water content, corresponding to ~5 wt% by mass of L-phenylalanine) was added. The reaction mixture was transferred to an 11-gallon hydrogenation autoclave. It was displaced three times with nitrogen and then flushed twice with hydrogen, followed by establishing a hydrogen pressure of 8-10 bar and heating the reaction system to 50-60°C. After about 6 to 8 hours of reaction, the hydrogen uptake was completed (theoretical H2 uptake of 8.1 L). The hydrogenator was depressurized and replaced with nitrogen again three times. The reaction mixture was filtered while hot through a nut filter and the catalyst was washed with 50 ml of deionized water. The filtrate was first concentrated to a smaller volume under reduced pressure (mainly to remove isopropanol), followed by adjusting the pH of the residue to 5-6 with 50% sodium hydroxide solution. the solution was cooled to 0-10 °C, the product was collected with a nut filter, washed with 50 ml of deionized water and dried in a vacuum oven at 50-70 °C. The reaction mixture was then purified with nitrogen. Yield: 19.5 g (94.2%). 1H-NMR (500 MHz, D2O/NaOD): δ (ppm) = 0.85-1.0, 1.1-1.52, and 1.63-1.75 (all multiple peaks totaling 13H, cyclohexyl-H, and cyclohexyl-CH2), 3.3 (triple peak, 1H, α-H).

References

[1] Tetrahedron, 1992, vol. 48, # 2, p. 307 - 318
[2] Journal of Organic Chemistry, 1988, vol. 53, # 4, p. 873 - 875
[3] Organic Process Research and Development, 2003, vol. 7, # 2, p. 164 - 167
[4] Patent: WO2005/14526, 2005, A1. Location in patent: Page/Page column 14
[5] Journal of Organometallic Chemistry, 2016, vol. 812, p. 81 - 86

63-91-2
27527-05-5
Synthesis of L-Cyclohexylalanine from L-Phenylalanine

L-Cyclohexylalanine Preparation Products And Raw materials

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View Lastest Price from L-Cyclohexylalanine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
H-Cha-OH pictures 2026-07-24 H-Cha-OH
27527-05-5
1kg 99% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
L-Cyclohexylalanine pictures 2026-07-24 L-Cyclohexylalanine
27527-05-5
1KG 99%min 1000kg WUHAN FORTUNA CHEMICAL CO., LTD
L-Cyclohexylalanine pictures 2026-06-15 L-Cyclohexylalanine
27527-05-5
$29.00 99.79% 10g TargetMol Chemicals Inc.
  • H-Cha-OH pictures
  • H-Cha-OH
    27527-05-5
  • 99%
  • Sichuan HongRi Pharma-Tech Co.,Ltd

L-Cyclohexylalanine Spectrum

β-Cyclohexyl-L-alanine Hexahydro-L-phenylalanine (2S)-2-amino-3-cyclohexylpropanoic acid -Cyclohexyl-L-alanine99+% (S)-2-(CyclohexylaMino)propanoicacid 3-CYCLOHEXYL-L-ALANINE HYDROCHLORIDE 3-CYCLOHEXYL-L-ALANINE HYDROCHLORIDE SALT H-CHA-OH H-CHA-OH HCL H-BETA-CYCLOHEXYL-ALA-OH HCL HEXAHYDRO-L-PHENYLALANINE HCL HEXAHYDRO-L-PHENYLALANINE HYDROCHLORIDE H-PHE(HEXAHYDRO)-OH HCL BETA-CYCLOHEXYL-L-ALANINE BETA-CYCLOHEXYL-L-ALANINE HYDROCHLORIDE BETA-CYCLOHEXYL-ALANINE HCL L-3-CYCLOHEXYL-ALANINE L-3-CYCLOHEXYLALANINE HYDROCHLORIDE SALT L-2-AMINO-3-HEXAHYDROPHENYL-PROPIONIC ACID HYDROCHLORIDE L-2-AMINO-3-CYCLOHEXYL-PROPIONIC ACID L-2-AMINO-3-CYCLOHEXYL-PROPIONIC ACID HYDROCHLORIDE L-CYCLOHEXYLALANINE HYDROCHLORIDE L-CYCLOHEXYLALANINE (S)-2-AMINO-3-CYCLOHEXYLPROPIONIC ACID (s)-α-aminocyclohexanepropionic acid (S)-CYCLOBENZYLALANINE H-L-Cha-OH*HCl (S)-2-AMINO-3-CYCLOHEXANE-PROPANOIC ACID (S)-alpha-aminocyclohexanepropionic acid (S)-α-Aminocyclohexanepropionic acid, (S)-2-Amino-3-cyclohexylpropionic acid, Hexahydro-L-phenylalanine H-Cha-OH x HCl ,98% (S)-3-Cyclohexylalanine L-2-amino-3-cyclohexylpropanoic acid (S)-(+)-CycL Cyclohexanepropanoic acid, α-amino-, (αS)- (2S)-2-amino-3-cyclohexylpropanoicaci L-Cyclohexylalanine USP/EP/BP Cyclohexanepropanoicacid, a-amino-, (aS)- L-3-Cyclohexylalanine|||H-Cha-OH|||3-Cyclohexyl-L-alanine (S)-(+)-?-Aminocyclohexanepropionic acid, CAS 27527-05-5 (S)-2-AMino-3-cyclohexylpropanoic acid (S)-CYCLOHEXYLALANINE 2-AMINO-3-CYCLOHEXYLPROPANOIC ACID 3-CYCLOHEXYL-L-ALANINE Cha-OH H-L-CHA-OH L-CHA L-CHA-OH 27527-05-5 C9H17NO2 C9H17NO2C6H11CHNH2CO2H CARBOXYLIC ACID Alanine Derivatives Specialty Synthesis Peptide Synthesis Unnatural Amino Acid Derivatives chiral
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