1232365-43-3|tert-Butyl (3,3-difluoro-1-formylcyclobutyl)carbamate| Ambeed

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CAS No. :	1232365-43-3
Formula :	C₁₀H₁₅F₂NO₃
M.W :	235.23
SMILES Code :	O=C(OC(C)(C)C)NC1(C=O)CC(F)(F)C1
MDL No. :	MFCD24466580

Yield	Reaction Conditions	Operation in experiment
88.5%	With Dess-Martin periodane; In dichloromethane; at 30℃;	To a solution of 1-(boc-amino)-3,3-difluorocyclobutane-1-methanol (3.42 g, 14.4 mmol) in DCM (100 mL) was added 1,1,1 -tris(acetoxy)- 1,1 -dihydro- 1 ,2-benziodoxol-3 (1 H)-one (7.34 g, 17.3 mmol) in few portions, (maintaining the temperature below 30C with water bathcooling). The mixture was poured into a stirred aqueous solution of Na2CO3 and Na2S2O3 and stirred until the organic phase became transparent (- 15 mm). The layers were separated and the aqueous layer was extracted with DCM (30 mL). The combined organic extracts were washed with brine, dried over Na2SO4 and concentrated under reduced pressure to give tert-butyl N-(3,3- difluoro-1-formylcyclobutyl)carbamate (3.16 g, 12.8 mmol, 88.5% yield) as light yellow solid.
87%	With Dess-Martin periodane; In dichloromethane; at 20℃; for 3.0h;	To a solution of compound BB2-h (3.1 g, 0.0130 mol) in dry DCM (100 mL) was added Dess Martin Period inane (19.9 g, 0.0470 mol) and the mixture was stirred for three hours at room temperature. Ethyl acetate (200 mL) was added and the organic phase was washed twice with 10 % sodium thiosulphate solution, twice with 0.5 M NaOH and with brine. The organic phase was dried and evaporated under reduced pressure. The residue was purified by silica gel chromatography with hexane/ethyl acetate as eluent which gave the title compound, (2.7 g, 87 %).
87%	With Dess-Martin periodane; In dichloromethane; at 20℃; for 3.0h;	Step Gamma) tert-Butyl 3.3-difluoro-l-formylcyclobutylcarbamate (BetaBeta2-Gamma)To a solution of compound BB2-h (3.1 g, 0.0130 mol) in dry DCM (100 mL) was added Dess Martin Period inane (19.9 g, 0.0470 mol) and the mixture was stirred for three hours at room temperature. Ethyl acetate (200 mL) was added and the organic phase was washed twice with 10 % sodium thiosulphate solution, twice with 0.5 M NaOH and with brine. The organic phase was dried and evaporated under reduced pressure. The residue was purified by silica gel chromatography with hexane/ethyl acetate as eluent which gave the title compound. TLC system; petroleum ether: ethyl acetate (1 : 1), RF = 0.4. Yield: 2.7 g, 87 %.

87%	With Dess-Martin periodane; In dichloromethane; at 20℃; for 3.0h;	To a solution of compound BB2-h (3.1 g, 0.0130 mol) in dry DCM (100 mL) was added Dess Martin Period inane (19.9 g, 0.0470 mol) and the mixture was stirred for three hours at room temperature. Ethyl acetate (200 mL) was added and the organic phase was washed twice with 10 % sodium thiosulphate solution, twice with 0.5 M NaOH and with brine. The organic phase was dried and evaporated under reduced pressure. The residue was purified by silica gel chromatography with hexane/ethyl acetate as eluent which gave the title compound. TLC system; petroleum ether: ethyl acetate (1 : 1), RF = 0.4. Yield: 2.7 g, 87 %.
87%	With Dess-Martin periodane; In dichloromethane; at 20℃; for 3.0h;	Step i) tert-Butyl 3,3-difluoro-l-formylcyclobutylcarbamate (BetaBeta2-Gamma) To a solution of compound BB2-h (3.1 g, 0.0130 mol) in dry DCM (100 mL) was added Dess Martin Period inane (19.9 g, 0.0470 mol) and the mixture was stirred for three hours at room temperature. Ethyl acetate (200 mL) was added and the organic phase was washed twice with 10 % sodium thiosulphate solution, twice with 0.5 M NaOH and with brine. The organic phase was dried and evaporated under reduced pressure. The residue was purified by silica gelchromatography with hexane/ethyl acetate as eluent which gave the title compound. TLC system; petroleum ether: ethyl acetate (1 : 1), RF = 0.4. Yield: 2.7 g, 87 %.
87%	With Dess-Martin periodane; In dichloromethane; at 20℃; for 3.0h;	Step i) tert-Butyl 3,3-difluoro-1 -formylcvclobutylcarbamate (BB2-QTo a solution of compound BB2-h (3.1 g, 0.0130 mol) in dry DCM (100 mL) was added Dess Martin Period inane (19.9 g, 0.0470 mol) and the mixture was stirred for three hours at room temperature. Ethyl acetate (200 mL) was added and the organic phase was washed twice with 10 % sodium thiosulphate solution, twice with 0.5 M NaOH and with brine. The organic phase was dried and evaporated under reduced pressure. The residue was purified by silica gel chromatography with hexane/ethyl acetate as eluent which gave the title compound (2.7 g, 87 %).

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CAS No.: 1232365-43-3

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CAS No.: 1232365-43-3

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[ 1232365-43-3 ] 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