Potassium Hydroxide → Bactroban

HRID 16676

Reaktionsgleichung

Reaktionsgleichung von HRID 16676
[CH3:1][C@@H:2]([C@@H:33]([OH:35])[CH3:34])[C@@H:3]1[O:5][C@H:4]1[CH2:6][C@@H:7]1[C@@H:12]([OH:13])[C@@H:11]([OH:14])[C@H:10]([CH2:15]/[C:16](/[CH3:32])=[CH:17]/[C:18]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([OH:31])=[O:30])=[O:19])[O:9][CH2:8]1.[OH-].[K+].[Cl-].[Ca+2:39].[Cl-]>C(O)C>[CH3:1][C@H:2]([C@H:3]1[C@H:4]([CH2:6][C@H:7]2[CH2:8][O:9][C@@H:10]([CH2:15]/[C:16](/[CH3:32])=[CH:17]/[C:18]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([O-:31])=[O:30])=[O:19])[C@H:11]([OH:14])[C@@H:12]2[OH:13])[O:5]1)[C@H:33]([CH3:34])[OH:35].[CH3:1][C@H:2]([C@H:3]1[C@H:4]([CH2:6][C@H:7]2[CH2:8][O:9][C@@H:10]([CH2:15]/[C:16](/[CH3:32])=[CH:17]/[C:18]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([O-:31])=[O:30])=[O:19])[C@H:11]([OH:14])[C@@H:12]2[OH:13])[O:5]1)[C@H:33]([CH3:34])[OH:35].[Ca+2:39]

Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 446596MupirocinHCID 5284359Calcium Chloride

Produkt 1

HCID 6435927Bactroban

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Pseudomonic acid (5.00 g, 10 mmole) was dissolved in ethanol (20 ml), ethanolic solution of potassium hydroxide (0.56 g, 10 mmole potassium hydroxide and 10 ml ethanol) and ethanolic solution of calcium chloride (0.56 g, 5.0 mmole calcium chloride and 10 ml ethanol) were added to the mixture. The mixture was stirred for 1 hour and the solution was filtered to remove potassium chloride (0.51 g). The ethanol was subsequently evaporated at reduced pressure to give a solid, white foam. The product was dried for 12 hours at 45° C. under vacuum. The product had a mass of 4.38 grams. Assay: 99.1%, water: 2.36% [total impurity: 2.44%, highest impurity: 1.10% different method than the assay].

Aufarbeitung

  1. filtrationthe solution was filtered
  2. customto remove potassium chloride (0.51 g)
  3. customThe ethanol was subsequently evaporated at reduced pressure
  4. customto give a solid, white foam
  5. customThe product was dried for 12 hours at 45° C. under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c43bc1f15fb047039a3f2047a022f421
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737177B2

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