Identification | More | [Name]
L-alpha-Cyclohexylglycine | [CAS]
14328-51-9 | [Synonyms]
H-CHG-OH HCL H-CHG-OH TFA H-CYCLOHEXYL-GLY-OH HCL H-CYCLOHEXYL-GLY-OH TFA HEXAHYDRO-L-PHENYLGLYCINE HYDROCHLORIDE H-PHG(HEXAHYDRO)-OH HCL L-2-CYCLOHEXYLGLYCINE HYDROCHLORIDE L-2-CYCLOHEXYLGLYCINE TRIFLUOROACETATE L-ALPHA-CYCLOHEXYLGLYCINE HYDROCHLORIDE SALT L-ALPHA-CYCLOHEXYLGYCINE HYDROCHLORIDE SALT L-CYCLOHEXYLGLYCINE HYDROCHLORIDE (S)-CYCLOHEXYLGLYCINE HCL L-Cyclohexyglycine L-CYCLOHEXYLGLYCINE 98% L-a-cyclobenzyl glycine (S)-(-)-alpha-Aminocyclohexylacetic acid L-alpha-Cyclohexylglycine H-L-Chg-OH*HCl H-Cyclohexyl-Gly-OH (H-Chg-OH: L-2-Cyclohexylglycine) | [Molecular Formula]
C8H15NO2 | [MDL Number]
MFCD00050539 | [Molecular Weight]
157.21 | [MOL File]
14328-51-9.mol |
Chemical Properties | Back Directory | [Appearance]
white to slightly beige powder | [Melting point ]
256°C | [alpha ]
34.5 º (c=1, 1N HCl 25 ºC) | [Boiling point ]
292.8±23.0 °C(Predicted) | [density ]
1.120±0.06 g/cm3(Predicted) | [storage temp. ]
Store at RT. | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
powder to crystal | [pka]
2.44±0.10(Predicted) | [color ]
White to Almost white | [Water Solubility ]
Soluble | [InChI]
InChI=1/C8H15NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h6-7H,1-5,9H2,(H,10,11)/t7-/s3 | [InChIKey]
WAMWSIDTKSNDCU-ZETCQYMHSA-N | [SMILES]
C1(CCCCC1)[C@H](N)C(=O)O |&1:6,r| | [CAS DataBase Reference]
14328-51-9(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S37/39:Wear suitable gloves and eye/face protection . | [HS Code ]
29224999 |
Hazard Information | Back Directory | [Chemical Properties]
white to slightly beige powder | [Uses]
L-Alpha-cyclohexylglycine is used in the preparation of α-aminoalkanoic acids. | [Synthesis]
The general procedure for the synthesis of L-(+)-2-cyclohexylglycine from L-phenylglycine is as follows: the selective hydrogenation of optically active phenyl amino acids is carried out in a 100 ml stainless steel autoclave equipped with a magnetic stirring device. Prior to the addition of catalyst, the autoclave is purged three times with hydrogen gas to remove air completely. Under the protection of inert atmosphere, a suspension of freshly prepared nanoruthenium(at)lithium montmorillonite catalyst (containing 0.01592 mmol Ru, dissolved in 10 ml of H2O) was carefully transferred to the autoclave together with an appropriate amount of substrate, and then the autoclave was charged with hydrogen gas to a set pressure. The autoclave was placed in a preheated heating jacket, magnetic stirring was activated, and the reaction lasted for the specified time. At the end of the reaction, the autoclave was allowed to cool to room temperature and the internal pressure was slowly released. Thoroughly rinse the inside of the reactor with 2N NaOH solution to recover the products (if the reaction system is acidic, switch to 2N HCl solution). All collected solutions were filtered through a 0.22 μm PTFE membrane to remove the catalyst residue, followed by adjusting the pH of the filtrate with dilute HCl (or NaOH) solution to 5.5, at which point the products partially precipitated. The suspension was concentrated to 10 ml under vacuum to induce complete precipitation of the product. The precipitate was collected by filtration, washed with distilled water and finally dried under vacuum for 24 hours. | [References]
[1] Organic Process Research and Development, 2003, vol. 7, # 2, p. 164 - 167 [2] Journal of Organometallic Chemistry, 2016, vol. 812, p. 81 - 86 [3] Synthetic Communications, 1999, vol. 29, # 24, p. 4327 - 4332 [4] Journal of Medicinal Chemistry, 1993, vol. 36, # 1, p. 166 - 172 |
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