Identification | Back Directory | [Name]
Boc-D-Azetidine-2-carboxylic acid | [CAS]
228857-58-7 | [Synonyms]
Boc-D-Aze-OH (R)-1-Boc-azetidine-2-car... (R)-N-Boc-azetodome carboxylic Boc-D-Azetidine-2-carboxylic acid N-Boc-R-2-Azetidinecarboxylic acid (R)-N-Boc-azetidine carboxylic acid 1-Boc-D-azetidine-2-carboxylic acid Boc-(R)-azetidine-2-carboxylic acid (R)-1-Boc-azetidine-2-carboxylic acid (R)-N-Boc-azetidine-2-carboxylic Acid,99%e.e. (R)-N-tert-Butoxycarbonylazetidine-2-carboxylic acid (2R)-1-tert-Butoxycarbonylazetidine-2-carboxylic acid (R)-Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester (R)-1-(tert-butoxycarbonyl)azetidine-2-carboxylic acid (R)-Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester 98+% 1,2-Azetidinedicarboxylicacid, 1-(1,1-diMethylethyl) ester, (2R)- (2R)-1-[(2-methylpropan-2-yl)oxycarbonyl]azetidine-2-carboxylic acid | [Molecular Formula]
C9H15NO4 | [MDL Number]
MFCD01320888 | [MOL File]
228857-58-7.mol | [Molecular Weight]
201.22 |
Hazard Information | Back Directory | [Chemical Properties]
White powder | [Uses]
1,2-Azetidinedicarboxylic Acid 1-(1,1-Dimethylethyl) Ester, is an useful intermediate in the synthesis of pharmaceutical compounds including inhibitors and receptor Antagonists. It can be used in the synthesis of polypeptides. | [Synthesis]
To a mixed solution of (R)-azetidine-2-carboxylic acid (20 g, 200 mmol), water (200 mL) and dioxane (200 mL) was slowly added dropwise a solution of di-tert-butyl dicarbonate (Boc2O) in dioxane (100 mL) at 0 °C. After the dropwise addition was completed, the reaction mixture was stirred at room temperature for 1 hour. After the reaction was complete, the mixture was concentrated and ether (200 mL) and water (200 mL) were added to the residue. The aqueous layer was acidified to pH 3-4 with 2N hydrochloric acid and then extracted with ethyl acetate (200 mL). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated to give (R)-N-BOC-azetidine-2-carboxylic acid (40 g) in quantitative yield.LRMS (M-100 + H*) m/z 102.1. | [References]
[1] Patent: WO2008/16643, 2008, A2. Location in patent: Page/Page column 257 [2] Journal of Medicinal Chemistry, 1998, vol. 41, # 4, p. 407 - 412 [3] Patent: US6133253, 2000, A |
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