224168-68-7|tert-Butyl (S)-3-(iodomethyl)pyrrolidine-1-carboxylate| Ambeed

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CAS No. :	224168-68-7
Formula :	C₁₀H₁₈INO₂
M.W :	311.16
SMILES Code :	CC(C)(C)OC(=O)N1CC[C@H](CI)C1
MDL No. :	MFCD08059340

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H302-H315-H318-H335
Precautionary Statements:	P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P362-P403+P233-P405-P501

Yield	Reaction Conditions	Operation in experiment
85%	With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 20℃; for 15h;Cooling with ice;	Step 1: Triphenylphosphine (182.2 g, 695 mmol) and imidazole (47.4 g, 696 mmol) were dissolved in dichloromethane (1.6 L), and iodine (70.4 g, 555 mmol) was then added to the above obtained solution under ice-cold condition. The obtained mixture was stirred for 10 minutes. After that, a dichloromethane solution (200 mL) of the <strong>[199174-24-8](S)-tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate</strong> (55.8 g, 278 mmol) synthesized by a method described in the known method (Bioorg. Med. Chem. Lett., 19, 2829-2834 (2009)) was further added to the reaction solution, and the obtained mixture was then stirred at room temperature for 15 hours. Thereafter, the reaction solution was washed with an aqueous solution of sodium sulfite, was then dried over anhydrous sodium sulfate, and was then concentrated in vacuo. The obtained residue was purified by silica gel chromatography (hexane/ethyl acetate=2%?25%) to obtain (S)-tert-butyl 3-(iodomethyl)pyrrolidine-1-carboxylate (73.2 g, 85%) in the form of a colorless oily product. 1H-NMR (CDCl3) delta: 1.46 (9H, s), 1.64 (1H, m), 2.05 (1H, m), 2.49 (1H, m), 3.01 (1H, m), 3.19 (2H, m), 3.33 (1H, m), 3.45-3.62 (3H, m)
	With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 70℃; for 3h;	The above-prepared compound (7.8 g) was dissolved in dichloromethane (150 ml) . To the solution were added triphenylphosphine (13.3 g) , imidazole (3.96 g) and iodine (11.8 g) , and the mixture was stirred at 70 C for 3 hours. To the reaction solution was added saturated sodium thiosulfate aqueous solution. The mixed solution was extracted with chloroform. The organic layer was washed with brine, dried over sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica-gel chromatography (developing solvent : hexane / ethyl acetate = 11:1) to give the title compound (11.5 g) as a white solid.LC-MS, m/z; 312. [M+H] +

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P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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P370 + P378	In case of fire:
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P411 + P235	Keep cool.
Disposal
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P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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CAS No.: 224168-68-7

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CAS No.: 224168-68-7

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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
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H281	Contains refrigerated gas; may cause cryogenic burns or injury
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Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed