1-Aminocyclobutanecarboxylic acid
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1-Aminocyclobutanecarboxylic acid
structure -
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CAS No:
22264-50-2
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Formula:
C5H9NO2
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Chemical Name:
1-Aminocyclobutanecarboxylic acid
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Synonyms:
Cyclobutanecarboxylic acid,1-amino-;1-Aminocyclobutanecarboxylic acid;1-Aminocyclobutane-1-carboxylic acid;NSC 403362;NSC 403363
- Categories:
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CAS No:
Characteristics
White Powder
1.3±0.1 g/cm3
290 °C (decomp) @ Solvent: Water, Ethanol
434.2°C at 760 mmHg
99.6±22.6 °C
1.540
soluble to 100 mM in water.
Store at RT
Safety Information
IRRITANT
NONH for all modes of transport
3
22-36/37/38
26-36
GU1336000
Xn
P261-P305 + P351 + P338
H302-H315-H319-H335
1-Aminocyclobutanecarboxylic acid Use and Manufacturing
Synthesis of cyclobutaneaminoacid from cyclobutaneamidoacid Aminoacid Zwitterion 14; Amidoacid 12 (1.43g, 10.0 mmol, 1 eq. ) was slowly added to a solution of IN aqueous NAOH (10 ml, 10.0 mmol, 1 eq. ) under N2 at 0°C with a water-ice bath. NAOCI solution (10-13percent solution from Aldrich Chem. Co. , 9.0 ml, ca. 15.0 mmol, 1.5 eq. ) was added slowly, and the resulting mixture was stirred at 5 °C for one hour. 10 N NAOH solution (2.0 ml, 20 mmol, 2 eq. ) was added slowly in order to keep the temperature at below 20 °C, and the mixture was stirred at 15-25 °C for three hours. LC-MS indicated that the reaction was completed. After quenching with a solution OF NA2S203-5 H2O (2.48 g, 10 mmol, 1 eq. ) in H20 (3 ML) at 15°C, the reaction mixture was stirred for 1 h and neutralized to pH = 7.0 with 12N aq. HCI. The volatiles were removed under vacuum by azeotroping with toluene to give ca. 9g of white solid. The solid was extracted with methanol (3 x 30 mL), and 2. 0g crude product was obtained after evaporation of methanol. 1H NMR assay showed this solid contained 0. 81G amino acid 10 (70percent yield) with the remainder being inorganic salts. BOTH H and 13C NMR data were compared and found to be identical with an authentic sample from Sumitomo Chemical, Inc.
1-Aminocyclobutanecarboxylic acid acts as an agonist being an analog of glycine at the NMDA-glycine receptor site. This affects the signal transmission in the CNS.
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1-Aminocyclobutanecarboxylic acid
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