1-Boc-5-Ethyl-2,4-dioxopiperidine
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1-Boc-5-Ethyl-2,4-dioxopiperidine
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CAS No:
845267-80-3
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Formula:
C12H19NO4
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Chemical Name:
1-Boc-5-Ethyl-2,4-dioxopiperidine
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Synonyms:
1-Boc-5-Ethyl-2,4-dioxopiperidine;TERT-BUTYL 5-ETHYL-2,4-DIOXOPIPERIDINE-1-CARBOXYLATE;1-BOC-5-ETHYL-2, 4-PIPERIDINEDIONE;SCHEMBL4769216;CTK8B6710;DTXSID20739966;2985AC;ANW-54105;1-Piperidinecarboxylic acid, 5-ethyl-2,4-dioxo-, 1,1-dimethylethyl ester;AKOS016001371
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CAS No:
1-Boc-5-Ethyl-2,4-dioxopiperidine Use and Manufacturing
To a SOLUTION OF TERT-BUTYL 2, 4-DIOXOPIPERIDINE-1-CARBOXYLATE (1.92 g, 9.0 MMOL), in dry THF (65 mL) and cooled TO-20°C under nitrogen, lithium bis (trimethylsilyl) amide (LIHMDS) (27 mL of 1 M solution in THF) was added dropwise. After 20 min stirring, 2.53 mL (4.9 g, 31.3 MMOL) of iodoethane were added and the solution was stirred at-20°C for 2 hours. The reaction mixture was poured in 5percent aq KHS04 and extracted with DCM (x2). The collected organic layers were washed with water, dried over NA2SO4 and evaporated to dryness. The residue was purified by column chromatography (N-HEXANE/ETOAC 1: 1) affording 1.4 G of target product (5.8 mmol, 64percent). ESI (+) MS: m/z 242 (MH+), Preparation of ter-butyl 5-ETHYL-2, 4-DIOXOPIPERIDINE-1-CARBOXYLATE To a solution of tert-butyl 2, 4-dioxopiperidine-1-carboxylate (1.92 G, 9.0 MMOL), IN dry THF (65 mL) and cooled TO-20°C under nitrogen, lithium bis (trimethylsilyl) amide (LIHMDS) (27 mL of 1 M solution in THF) was added dropwise. After 20 min stirring, 2.53 mL (4. 9 g, 31.3 MMOL) of iodoethane were added and the solution was stirred AT-20°C for 2 hours. The reaction mixture was poured in 5percent aq KHS04 and extracted with DCM (x2). The collected organic layers were washed with water, dried over NA2SO4 and evaporated to dryness. The residue was purified by column chromatography (n-Hexane/EtOAc 1: 1) affording 1.4 G of target product (5.8 mmol, 64percent).
Computed Properties
Molecular Weight:241.28
XLogP3:1.5
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:241.13140809
Monoisotopic Mass:241.13140809
Topological Polar Surface Area:63.7
Heavy Atom Count:17
Complexity:343
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
1-Boc-5-Ethyl-2,4-dioxopiperidine
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