102573-84-2|2,2-Dimethyl-1,3-dioxane-5-carbaldehyde| Ambeed

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CAS No. :	102573-84-2
Formula :	C₇H₁₂O₃
M.W :	144.17
SMILES Code :	O=CC1COC(C)(C)OC1
MDL No. :	MFCD11847673

Yield	Reaction Conditions	Operation in experiment
60%	With pyridinium chlorochromate; In dichloromethane; at 20℃; for 8h;	To a stirring solution of 18.5 (731 mg , 5 mmoL) in DCM (20 mL) was added PCC (2.15 g, 10 mmol ) and the reaction mixture was stirred at r.t for 8 hours . The reaction was filtered, and the filtrate was washed with DCM . The combined organic layers were dried over Nu02·3Omicron and concentrated under reduced pressure to give a crude, which was purified by flash chromatography (silica gel/Et20) to give 18.6 (450 mg, 60percent) as a colorless oil.
		Example 4 2,2-dimethyl-l ,3-dioxane-5-carbaldehyde4-1 4-2Under N2 atmosphere, oxalyl chloride (1.4 eq.) was dissolved in DCM then cooled to -78° C. Dropwise, DMSO (2.2 eq.) was added. This solution was stirred for about 10 minutes, then triol 3-2 (1 eq.) was dissolved in more DCM for a total concentration of 0.2 M. After reacting for 5 minutes, TEA (5 eq.) was added. This mixture stirred for 10 minutes at -78° C, then for another 10 minutes at room temperature. This reaction was best monitored by TLC using a 1 : 1 ratio of hexane to ethyl acetate as the developing solvent and visualizing the results with CAM stain. The reaction mixture was used without further workup.
		Example 18; 2,2-dimethyl-l,3-dioxane-5-carbaldehyde; 18-1 18-2 <n="77"/>Under N2 atmosphere, oxalyl chloride (1.4 eq.) was dissolved in DCM then cooled to -78° C. Dropwise, DMSO (2.2 eq.) was added. This solution was stirred for about 10 minutes, then 18-1 (1 eq.) was dissolved in more DCM for a total concentration of 0.2 M. After reacting for 5 minutes, TEA (5 eq.) was added. This mixture stirred for 10 minutes at -78° C, then for another 10 minutes at room temperature. This reaction was best monitored by TLC using a 1 : 1 ratio of hexane to ethyl acetate as the developing solvent and visualizing the results with CAM stain. The reaction mixture containing 18-2 was used without further workup.

	With pyridinium chlorochromate; In dichloromethane; at 20℃; for 2h;	Example 492-Nitro-6-f4-(4-trifluoromethoxy-phenyl)-piperazin-1-ylmethyl1-6,7-dihvdro-5H-imidazof2,1- b1H .31oxazine (53)Pyridinium chlorochromate (10.54 g, 48.9 mmol) is dissolved in dichloromethane (100 ml) and celite (10 g) is added and the suspension is stirred for 30 minutes. A solution of (2,2- dimethyl-1 ,3-dioxan-5-y.)rpiethanol (5 g, 34.2 mmol) in dry dichloromethane is added drop wise to the reaction mixture and stirred for 2h at room temperature. The reaction mixture is diluted with diethyl ether (80 ml), stirred for 10 minutes, filtered through celite, washed several times with ether and the solvent is removed in vacuo to give crude 2,2-dimethyl- [1,3]dioxane-5-carbaldehyde, which is used in the next step without further purification.
	With pyridinium chlorochromate; In dichloromethane; at 20℃; for 2h;	[000824] To a stirred suspension of pyridinium chlorochromate ( 1.1 g) and diatomaceous earth (10 g) in dichloromethane (10 mL) was added (2,2-dimethyl- 1, 3 -dioxan-5-yl)methanol (0.5 g) as a solution in dichloromethane (3 mL) dropwise. The mixture was stirred at room temperature for 2 hours. The suspension was filtered through diatomaceous earth and washed with ethyl acetate. The crude product was filtered through silica gel and concentrated to give the title compound. NMR (501 MHz, chloroform- ) delta 9.89 (s, 1H), 4.28 - 4.17 (m, 4H), 2.42 - 2.32 (m, 1H), 1.49 (s, 3H), 1.39 (s, 3H). MS (ESI) m/e 305.9 (2M+NH4)+.
	With pyridinium chlorochromate; In dichloromethane; at 20℃; for 2h;	To a stirred suspension of pyridinium chlorochromate (1.1 g) and diatomaceous earth (10 g) in dichloromethane (10 mL) was added (2,2-dimethyl-1,3-dioxan-5-yl)methanol (0.5 g) as a solution in dichloromethane (3 mL) dropwise. The mixture was stirred at room temperature for 2 hours. The suspension was filtered through diatomaceous earth and washed with ethyl acetate. The crude product was filtered through silica gel and concentrated to give the title compound. 1H NMR (501 MHz, chloroform-d) delta ppm 9.89 (s, 1H), 4.28? 4.17 (m, 4H), 2.42? 2.32 (m, 1H), 1.49 (s, 3H), 1.39 (s, 3H). MS (ESI) m/e 305.9 (2M+NH4)+.
	With pyridinium chlorochromate; In dichloromethane; at 20℃; for 2h;	To a stirred suspension of pyridinium chlorochromate (1.1 g) and diatomaceous earth (10 g) in dichloromethane (10 mL) was added (2,2-dimethyl-1,3-dioxan-5-yl)methanol (0.5 g) as a solution in dichloromethane (3 mL) dropwise. The mixture was stirred at room temperature for 2 hours. The suspension was filtered through diatomaceous earth and washed with ethyl acetate. The crude product was filtered through silica gel and concentrated to give the title compound. 1H NMR (501 MHz, chloroform-d) delta 9.89 (s, 1H), 4.28-4.17 (m, 4H), 2.42-2.32 (m, 1H), 1.49 (s, 3H), 1.39 (s, 3H). MS (ESI) m/e 305.9 (2M+NH4)+.

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CAS No.: 102573-84-2

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CAS No.: 102573-84-2

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[ 102573-84-2 ] Synthesis Path-Downstream 1~2

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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