4-Amino-1-Boc-piperidine → Tert-butyl 4-(4-methyl-4-oxido-1,4-azaphosphinan-1-yl)piperidine-1-carboxylate

HRID 921360Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 921360
[CH3:1][P:2](=[O:7])([CH:5]=[CH2:6])[CH:3]=[CH2:4].[C:8]([N:15]1[CH2:20][CH2:19][CH:18]([NH2:21])[CH2:17][CH2:16]1)([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9]>C1COCC1.O>[CH3:1][P:2]1(=[O:7])[CH2:5][CH2:6][N:21]([CH:18]2[CH2:17][CH2:16][N:15]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:20][CH2:19]2)[CH2:4][CH2:3]1

Komponenten

4

Edukt 2

HCID 12682914-Amino-1-Boc-piperidineHCID 57973285(Ethenyl(methyl)phosphoryl)ethene

Produkt 1

HCID 67052687Tert-butyl 4-(4-methyl-4-oxido-1,4-azaphosphinan-1-yl)piperidine-1-carboxylateAusbeute 46,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21881883Oxolane--water (1/1)Lösungsmittel

Versuchsvorschrift

A solution of methyl divinyl phosphine oxide (140 mg, 1.21 mmol) and 1-Boc-4-aminopiperidine (265 mg, 1.33 mmol) in 1:1 THF/water (3 mL) was heated at reflux for 16 h. The reaction mixture was concentrated in vacuo and the residue was purified by silica gel chromatography (0-10% 7N ammonia in methanol:dichloromethane) to afford the desired compound as a white solid (178 mg, 38% yield).

Aufarbeitung

  1. temperatureat reflux for 16 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customthe residue was purified by silica gel chromatography (0-10% 7N ammonia in methanol:dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-f8c97361ee204e42bfcfc0d6413caa1f
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09273077B2

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