1159736-25-0|3-((tert-Butoxycarbonyl)amino)oxetane-3-carboxylic acid| Ambeed

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CAS No. :	1159736-25-0
Formula :	C₉H₁₅NO₅
M.W :	217.22
SMILES Code :	O=C(C1(NC(OC(C)(C)C)=O)COC1)O
MDL No. :	MFCD17215905
InChI Key :	IIINBAWOESLQTR-UHFFFAOYSA-N
Pubchem ID :	56592969

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P280-P305+P351+P338

Yield	Reaction Conditions	Operation in experiment
88%	With tetramethyl ammoniumhydroxide; In acetonitrile; at 50℃; for 12h;	A mixture of <strong>[138650-24-5]3-aminooxetane-3-carboxylic acid</strong> (800 mg, 6.83 mmol), tetramethylammonium hydroxide (507 mg, 5.56 mmol), di-tert-butyl dicarbonate (1640 mg, 7.51 mmol) in acetonitrile (30 mL) was stirred for 12 hours at 50 C. The mixture was concentrated and the residue was purified by flash column chromatography to afford 3- ((tert-butoxycarbonyl)amino)oxetane-3-carboxylic acid (1.3 g, 88% yield). LCMS m/z = 218.1 [M+H]+.
87%	With triethylamine; sodium hydroxide; In methanol; water; at 20℃; for 16h;	A solution of <strong>[138650-24-5]3-aminooxetane-3-carboxylic acid</strong> SM 1 (0.23 g, 2 mmol) and (Boc)20 (872mg, 4 mmol) in MeOH (10 mL) and TEA (1 mL) was NaOH (2 mL, iN in water), stirred at RT for16 h. Quenched with water, extracted with EtOAc, then then the water layer was adjusted pH to 23 with HC1 (2 N), extracted with EtOAc and dried, concentrated under reduced pressure to givecompound 1(0.38 g, 87%). LC-MS: m/z =118.1 [M+H-Boc]
38%	With sodium hydroxide; In water; for 18h;	To l-aminooxetane-3-carboxylic acid (1.00 g, 8.54 mmol, 1 eq.) in dioxane (15 mL, 0.5 M) was added a solution of sodium hydroxide (1.55 g, 38.7 mmol, 4.5 eq.) in water (15 mL) followed by di-ZerZ-butyl dicarbonate (2.09 g, 9.29 mmol, 1.1 eq.) A white solid formed. The reaction was stirred for 18 hours and then concentrated in vacuo. The residue was taken up in ethyl acetate and washed with 1 M aqueous hydrochloric acid solution and with brine. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo to give 71 (633 mg, 38%) as a white solid. *H NMR (400 MHz, DMSO-<), presumed to be a mixture of rotamers: delta 12.93 (br s, 1H), 7.59 and 7.93 (2 br s, total 1H), 4.71-4.78 (m, 2H), 4.47 (d, J=6.4 Hz, 2H), 1.30 and 1.38 (2 s, total 9H).

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CAS No.: 1159736-25-0

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CAS No.: 1159736-25-0

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed