1-tert-Butyl 3-methyl (3R*,5S*)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-1,3-dicarboxylate → (3R*,5S*)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-3-carboxylic acid

HRID 2192773Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2192773
[C:1]([C:5]1[N:10]=[C:9]([NH:11][CH2:12][C:13]2[O:14][CH:15]=[CH:16][CH:17]=2)[C:8]([C:18]([N:20]([CH2:38][CH:39]([CH3:41])[CH3:40])[C@@H:21]2[CH2:26][N:25]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:24][C@H:23]([C:34]([O:36]C)=[O:35])[CH2:22]2)=[O:19])=[CH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2]>[OH-].[Na+].CO>[C:30]([O:29][C:27]([N:25]1[CH2:26][C@@H:21]([N:20]([C:18]([C:8]2[C:9]([NH:11][CH2:12][C:13]3[O:14][CH:15]=[CH:16][CH:17]=3)=[N:10][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[N:6][CH:7]=2)=[O:19])[CH2:38][CH:39]([CH3:41])[CH3:40])[CH2:22][C@@H:23]([C:34]([OH:36])=[O:35])[CH2:24]1)=[O:28])([CH3:32])([CH3:33])[CH3:31]

Komponenten

4

Edukt 1

HCID 596255191-tert-Butyl 3-methyl (3R*,5S*)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-1,3-dicarboxylate

Produkt 1

HCID 59625458(3R*,5S*)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-3-carboxylic acidAusbeute 84,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

1-tert-Butyl 3-methyl (3R*,5S*)-5-[({2-tert-butyl-4-[(2-furylmethyl)amino]pyrimidin-5-yl}carbonyl)(isobutyl)amino]piperidine-1,3-dicarboxylate (250 mg) was dissolved in 2 M aqueous sodium hydroxide solution (1 ml) and methanol (2 ml), and the mixture was stirred at room temperature for 15 hr. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with water. The mixture was adjusted to pH 3 with 1 M hydrochloric acid, and the precipitate was collected by filtration to give the object compound (205 mg) as a powder.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionthe residue was diluted with water
  3. filtrationthe precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-72fdc2c18f2044cc8986ea80503886f2
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329691B2

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