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228857-58-7

228857-58-7 Structure

228857-58-7 Structure
IdentificationBack 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
Chemical PropertiesBack Directory
[Boiling point ]

321.0±35.0 °C(Predicted)
[density ]

1.246
[storage temp. ]

Sealed in dry,2-8°C
[pka]

4.01±0.20(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[HS Code ]

29339900
Hazard InformationBack 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]

Di-tert-butyl dicarbonate

24424-99-5

D-AZETIDINE-2-CARBOXYLIC ACID

7729-30-8

Boc-D-Azetidine-2-carboxylic acid

228857-58-7

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
Spectrum DetailBack Directory
[Spectrum Detail]

Boc-D-Azetidine-2-carboxylic acid(228857-58-7)1HNMR
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