Reaktion #44954

ord-c43bc1f15fb047039a3f2047a022f421

Reaktionsgleichung

C/C(=C\C(=O)OCCCCCCCCC(=O)O)C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O
Pseudomonic acid
[K+].[OH-]
potassium hydroxide
[Ca+2].[Cl-].[Cl-]
calcium chloride
→
C/C(=C\C(=O)OCCCCCCCCC(=O)[O-])C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O.C/C(=C\C(=O)OCCCCCCCCC(=O)[O-])C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O.[Ca+2]
Mupirocin Calcium

Edukte

C/C(=C\C(=O)OCCCCCCCCC(=O)O)C[C@@H]1OC[C@H](C[C@@H]2O[C@H]2[C@@H](C)[C@H](C)O)[C@@H](O)[C@H]1O
Pseudomonic acid
[K+].[OH-]
potassium hydroxide
[Ca+2].[Cl-].[Cl-]
calcium chloride

Reagenzien

Keine

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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].

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07737177B2uspto-grants-2010_06