1232365-41-1|Ethyl 1-((tert-butoxycarbonyl)amino)-3,3-difluorocyclobutane-1-carboxylate| Ambeed

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CAS No. :	1232365-41-1
Formula :	C₁₂H₁₉F₂NO₄
M.W :	279.28
SMILES Code :	O=C(C1(NC(OC(C)(C)C)=O)CC(F)(F)C1)OCC

Yield	Reaction Conditions	Operation in experiment
91%		To a ice cooled solution of compound BB2-g (4 g ,0.0143 mol) in dry THF (100 mL) was slowly added a solution of 2M lithium boro hydride (30 mL) and the mixture was allowed to warm up to room temperature. The mixture was stirred for three hours at room temperature. Ice water and 5 % citric acid were added and the mixture was extracted three times with DCM. The organic phase was dried (Na2SO4), filtered and evaporated under reduced pressure which gave the title compound, (3.1 g, 91 %).
91%		Step h tert-Butyl 3.3-difluoro-l-(hydroxymethyncyclobutylcarbamate (BB2-hTo a ice cooled solution of compound BB2-g (4 g ,0.0143 mol) in dry THF (100 mL) was slowly added a solution of 2M lithium borohydride (30 mL) and the mixture was allowed to warm up to room temperature. The mixture was stirred for three hours at room temperature. Ice water and 5 % citric acid were added and the mixture was extracted three times with DCM. The organic phase was dried (Na2S04), filtered and evaporated under reduced pressure which gave the title compound. TLC system petroleum ether: ethyl acetate (1 : 1), RF = 0.3. Yield: 3.1 g, 91 %.
91%	With lithium borohydride; In tetrahydrofuran; at 20℃;Cooling with ice;	To a ice cooled solution of compound BB2-g (4 g ,0.0143 mol) in dry THF (100 mL) was slowly added a solution of 2M lithium borohydride (30 mL) and the mixture was allowed to warm up to room temperature. The mixture was stirred for three hours at room temperature. Ice water and 5 % citric acid were added and the mixture was extracted three times with DCM. The organic phase was dried (Na2S04), filtered and evaporated under reduced pressure which gave the title compound. TLC system petroleum ether: ethyl acetate (1 : 1), RF = 0.3. Yield: 3.1 g, 91 %.

91%		Step h tert-Butyl 3.3-difluoro-l-(hydroxymethyncyclobutylcarbamate (BB2-hTo a ice cooled solution of compound BB2-g (4 g , 0.0143 mol) in dry THF (100 mL) was slowly added a solution of 2M lithium borohydride (30 mL) and the mixture was allowed to warm up to room temperature. The mixture was stirred for three hours at room temperature. Ice water and 5 % citric acid were added and the mixture was extracted three times with DCM. The organic phase was dried (Na2S04), filtered and evaporated under reduced pressure which gave the title compound. TLC system petroleum ether: ethyl acetate (1 : 1), RF = 0.3. Yield: 3.1 g, 91 %.
91%		Step h) tert-Butyl 3,3-difluoro-1 -(hvdroxymethyl)cvclobutylcarbamate (BB2-h)To a ice cooled solution of compound BB2-g (4 g , 14.3 mmol) in dry THF (100 mL) was slowly added a solution of 2M lithium borohydride (30 mL) and the mixture was allowed to warm up to room temperature. The mixture was stirred for three hours at room temperature. Ice water and 5 % citric acid were added and the mixture was extracted three times with DCM. The organic phase was dried (Na2S04), filtered and evaporated under reduced pressure which gave the title compound (3.1 g, 91 %).
	With sodium tetrahydroborate; ethanol; for 16.0h;Reflux;	ethyl 1-((tert-butoxycarbonyl)amino)-3,3-difluorocyclobutyl-1-carboxylate (560mg, 2.01mmol) was suspended in ethanol (5mL), sodium borohydride(379mg, 10.02mmol) was added. The reaction solution was stirred at reflux for 16 hours, then evaporated todryness under reduced pressure to give a crude product. Water (10mL) and ethyl acetate (10mL) was added to thecrude product. The organic phase was separated and the aqueous phase was further extracted with ethyl acetate (10mL).The organic phases were combined, dried over anhydrous sodium sulfate, filtered and the filtrate was evaporated todryness under reduced pressure to give 332mg crude product as a yellow oil, which was used directly in the next step.

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CAS No.: 1232365-41-1

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CAS No.: 1232365-41-1

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[ 1232365-41-1 ] Synthesis Path-Downstream 1~1

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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