Potassium Hydroxide → Bactroban

HRID 16675

Reaktionsgleichung

Reaktionsgleichung von HRID 16675
[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-]>CO>[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 6435927BactrobanAusbeute 93,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Pseudomonic acid (5.00 g, 10 mmole) was dissolved in methanol (5.5 ml), methanolic solution of potassium hydroxide (0.56 g, 10 mmole potassium hydroxide and 4 ml methanol) and methanolic solution of calcium chloride (0.56 g, 5.0 mmole calcium chloride and 5 ml methanol) were added to the mixture. The mixture was stirred for 1 hour. The solution was then filtered to remove potassium chloride (0.60 g). The methanol was then evaporated at reduced pressure to give a solid, white foam. The product was dried for 12 hours at 45° C. under vacuum to obtain 4.85 grams of final product. Assay: 95.9%, Water: 2.23% [total impurity: 3.19%, highest impurity: 1.23%-different method than assay], melting point: 85 to 89° C.

Aufarbeitung

  1. filtrationThe solution was then filtered
  2. customto remove potassium chloride (0.60 g)
  3. customThe methanol was then 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-579cddfbb4a741998b646c1cbd395ffd
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737177B2

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