Identification | Back Directory | [Name]
ethyl(1R,2S,3S,4R)-3-aminobicyclo[2.2.2]octane-2-carboxylatehydrochloride | [CAS]
1626394-43-1 | [Synonyms]
EOS-60365 (2S,3S)-3-(ethoxycarbonyl)bicyclo[2.2.2]octan-2-aminium chloride (2S,3S)-Ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride ethyl (2S,3S)-3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride ethyl(1R,2S,3S,4R)-3-aminobicyclo[2.2.2]octane-2-carboxylatehydrochloride (2S,3S)-3-amino-Bicyclo[2.2.2]octane-2-carboxylic acid ethyl ester, hydrochloride Bicyclo[2.2.2]octane-2-carboxylic acid, 3-amino-, ethyl ester, hydrochloride (1:1), (2S,3S)- | [EINECS(EC#)]
812-619-0 | [Molecular Formula]
C11H20ClNO2 | [MOL File]
1626394-43-1.mol | [Molecular Weight]
233.74 |
Chemical Properties | Back Directory | [density ]
1.23g/cm3 at 20℃ | [vapor pressure ]
0.001-0.002Pa at 20-25℃ | [storage temp. ]
RT, stored under nitrogen | [form ]
Solid:particulate/powder | [Appearance]
White to off-white Solid | [InChI]
InChI=1/C11H19NO2.ClH/c1-2-14-11(13)9-7-3-5-8(6-4-7)10(9)12;/h7-10H,2-6,12H2,1H3;1H/t7?,8?,9-,10-;/s3 | [InChIKey]
CFRFVTFZTABHIF-DOUOTPRZNA-N | [SMILES]
C([C@@H]1[C@H](C2CCC1CC2)N)(=O)OCC.Cl |&1:1,2,r| | [LogP]
-0.55 at 20℃ and pH7 |
Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of ethyl (2S,3S)-3-aminodicyclo[2.2.2]octane-2-carboxylate hydrochloride from the compound (CAS:1626481-98-8) is as follows: free amino esters (including (-)-1, (+)-1, (-)-2 or (+)-2, 98 mg, 5 mmol) were dissolved in anhydrous ethanol (EtOH, 100 mL ) to prepare a 0.05 M solution. Subsequently, the solution was subjected to a hydrogenation reaction in a ThalesNano H-cube TM system using 10% Pd/C as a catalyst, setting a flow rate of 1 mL/min, a reaction temperature of 50 °C, and a hydrogen pressure of 50 bar.After completion of the reaction, the ethanol was removed under vacuum. The residue was dissolved in ethanol containing 22% HCl (2 mL) and stirred for 10 min at room temperature. Finally, the target product amino ester hydrochloride was obtained by removing the solvent. | [References]
[1] Molecules, 2013, vol. 18, # 12, p. 15080 - 15093 |
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