N-BOC-3-Aminopiperidine
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N-BOC-3-Aminopiperidine
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CAS No:
184637-48-7
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Formula:
C10H20N2O2
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Chemical Name:
N-BOC-3-Aminopiperidine
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Synonyms:
TERT-BUTYL 3-AMINOPIPERIDINE-1-CARBOXYLATE;N-1-BOC-3-AMINOPIPERIDINE;N-BOC-3-AMINOPIPERIDINE;DL-3-AMINO-1-N-BOC-PIPERIDINE;(+/-)-1-BOC-3-AMINO-PIPERIDINE;1-BOC-3-AMINOPIPERIDINE;1-BOC-3-AMINOPIPERIDINE CITRIC ACID SALT;1-N-BOC-3-AMINOPIPERIDINE
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CAS No:
Characteristics
55.6
0.7
White solid
1.02
181-182°C
277.3±33.0 °C(Predicted)
121.5±25.4 °C
1.4710-1.4750
Slightly soluble in water.
Safety Information
IRRITANT
22-36/37/38-51
26-39-37
Xn,Xi
Irritant
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
H302
|Danger|H302 (25%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 9 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
N-BOC-3-Aminopiperidine Use and Manufacturing
90 g of ethanol and 10.0 g (0.1 mols) of 3-aminopiperidine were fed into a 200-ml 4-neck flask equipped with a stirrer, a pH sensor and two strapped dropping funnels, and stirred at 10 to 15°C. 21.8 g (0.1 mols) of di-tertiary butyl dicarbonate was fed into it via one dropping funnel, and 17.6 g (0.11 mols) of aqueous solution of 25 percent sodium hydroxide was thereinto via the other dropping funnel. With stirring at 10 to 15°C, di-tertiary butyl dicarbonate was dropwise added to the reaction system over a period of about 1 hour. During this, the aqueous solution of 25 percent sodium hydroxide was dropwise added thereto so as to make the reaction system have a pH of from 11.8 to 12.2. The reaction mixtures were analyzed for its composition, and it comprised 6 percent of the starting 3-aminopiperidine, 91.5 percent of the product, 3-amino-1-tertiary butoxycarbonylpiperidine, and 1.1 percent of 3-tertiary butoxycarbonylaminopiperidine.(R)-Piperidin-3-yl amine hydrochloride 11a (3 g, 22.1 mmol) and potassium carbonate (6.1 g, 44.2 mmol) were dissolved in 60 mL of methanol under stirring. After stirring for 30 minutes, di-tert-butyl dicarbonate (4.8 g, 22.1 mmol) was added to the mixture. The reaction mixture was reacted at room temperature overnight and monitored by thin layer chromatography until the disappearance of the starting materials. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound piperidin-3-yl-carbamic acid tert-butyl ester 11b (1.3 g, yield 29percent) as an oil. MS m/z (ESI): 201.0 [M+1].
Pharmaceutical intermediates
Computed Properties
Molecular Weight:200.28
XLogP3:0.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:200.152477885
Monoisotopic Mass:200.152477885
Topological Polar Surface Area:55.6
Heavy Atom Count:14
Complexity:211
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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