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CAS No. : | 163554-54-9 | MDL No. : | |
Formula : | C12H21NO4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 243.30 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With sodium hydroxide In methanol | Reference Example F-2 1-tert-Butoxycarbonylaminocyclobutanecarboxylic acid A 64.28 g (264 mmol) portion of ethyl 1-tert-butoxycarbonylaminocyclobutanecarboxylate was dissolved in 400 ml of methanol, mixed with 400 ml of 1N sodium hydroxide aqueous solution and then stirred overnight at room temperature. After evaporation of the solvent, the resulting residue was mixed with 20percent citric acid aqueous solution-chloroform. The resulting organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated to yield 55.29 g (97percent) of the title compound. 1 H-NMR (CDCl3) δ: 1.45 (9H, s), 2.02-2.08 (2H, m), 2.26 (2H, brs), 2.67 (2H, brs), 5.20 (1H, brs). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at -15 - -10℃; for 2.16667 h; Inert atmosphere | To a solution of ethyl l-((ieri-butoxycarbonyl)amino)cyclobutanecarboxylate (2.97 g, 12.2 mmol) in diethyl ether (50 mL) at -15 °C under nitrogen was added dropwise lithium aluminium hydride (12.8 mL, 25.6 mmol, 2.0 M in THF) over 40 min. The reaction was maintained at -10 °C for 1.5 h then quenched with water (4 mL), 2 N NaOH (5.4 mL) then more water (11 mL). The reaction was warmed to r.t. and stirred for 30 min then MgS04 was added and the reaction was filtered through Celite, washing well with ethyl acetate. The filtrate was concentrated to yield the title compound as an off white solid (2.34 g, 95percent). |