1-(1,1-Dimethylethyl) 4-methyl 1,4-piperidinedicarboxylate
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1-(1,1-Dimethylethyl) 4-methyl 1,4-piperidinedicarboxylate
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CAS No:
124443-68-1
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Formula:
C12H21NO4
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Chemical Name:
1-(1,1-Dimethylethyl) 4-methyl 1,4-piperidinedicarboxylate
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Synonyms:
1,4-Piperidinedicarboxylic acid,1-(1,1-dimethylethyl) 4-methyl ester;1-(1,1-Dimethylethyl) 4-methyl 1,4-piperidinedicarboxylate;Methyl 1-tert-butoxycarbonylpiperidine-4-carboxylate;NSC 693923;4-(Methoxycarbonyl)piperidine-1-carboxylic acid tert-butyl ester;N-Boc-piperidine-4-carboxylic acid methyl ester;1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate;tert-Butyl 4-(methoxycarbonyl)piperidine-1-carboxylate;1-O-tert-Butyl 4-O-methyl piperidine-1,4-dicarboxylate;948895-08-7
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CAS No:
1-(1,1-Dimethylethyl) 4-methyl 1,4-piperidinedicarboxylate Basic Attributes
243.3
243.30
693923
DTXSID20327847
29333990
Characteristics
55.8
1.5
1.094±0.06 g/cm3(Predicted)
33.0 to 37.0 °C
307.4±35.0 °C(Predicted)
139.7±25.9 °C
1.473
3.83E-06mmHg at 25°C
Safety Information
IRRITANT
26-36
Xi
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
1-(1,1-Dimethylethyl) 4-methyl 1,4-piperidinedicarboxylate Use and Manufacturing
A solution of trimethylsilyl diazomethane in hexanes (2.00 M, 52.9 mL, 106 mmol) was added dropwise to a suspension of l-fert-butoxycarbonyl-piperidine-4-carboxylic acid (12.14 g, 52.95 mmol) in acetonitrile (100 mL) and methanol (10 mL) at 0 °C. The mixture let stand for 30 minutes and then was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure and product was purified from the residue by column chromatography [n-hex/EtOAc (4.5:1 v/v)] to give l-tert-butyl 4-methyl piperidine-1, 4- dicarboxylate as an oil (11.5 g, 90percent). b. Piperidine-1, 4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester; To a mixture of isonipecotic acid (39.0 g, 302 mmol) in MeOH (300 mL) was bubbled HCl gas. The flask was tightly capped and stirred at rt for 1.5 h, at which point the homogeneous solution was concentrated, taken up in DCM (2.x.125 mL), and repeatedly concentrated under reduced pressure to give a white solid largely free of MeOH. To this was added TEA (43.6 mL, 313 mmol) and DCM (80 mL), and this slurry was stirred on an ice bath while a solution of (Boc)Synthesis of 9-(Azetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane Trifluoroacetate (A4); Step-1: 1-tert-Butyl 4-methyl piperidine-1, 4-dicarboxylate; To a stirred solution of methyl isonipecotate (127.2 mmol, 1 eq) in dichloromethane (200 ml) were added di-tert-butyldicarbonate (190.8 mmol, 1.5 eq) and triethylamine (254.4 mmol, 2.0 eq). The reaction mixture was stirred for 12 h at 25° C. It was then diluted with dichloromethane (100 ml) and washed with water (50 ml) and brine (50 ml). The organic layer was separated, dried over NaThe 1L round-bottom flask is added in piperidine-4-carboxylic acid methyl ester (30g, 0.21mol), dissolved in 500 ml of in DCM, constant voltage dropping funnel for dropping (Boc)A. Synthesis of l-fert-butyl-4-methyl piperidine-l, 4-dicarboxylate; [0065] Methyl isonipecotate (5 mL, 33 mmol), di-tert-butyl-dicarbonate (7 g, 33 mmol) and TEA (6.3 mL, 49.5 mmol) were stirred in DCM (100 mL) under NTo a solution of methyl piperidine-4-carboxylate (3.0 g, 21.0 mmol, 1.0 eq) in CH
Computed Properties
Molecular Weight:243.30
XLogP3:1.5
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:243.14705815
Monoisotopic Mass:243.14705815
Topological Polar Surface Area:55.8
Heavy Atom Count:17
Complexity:287
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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