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Bactroban → Mupirocin Calcium

HRID 16664
Notes
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Reaction equation

HRID 16664 reaction equation
[CH3:1][C@H:2]([C@H:6]1[C@H:8]([CH2:9][C@H:10]2[CH2:15][O:14][C@@H:13]([CH2:16]/[C:17](/[CH3:33])=[CH:18]/[C:19]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([O-:32])=[O:31])=[O:20])[C@H:12]([OH:34])[C@@H:11]2[OH:35])[O:7]1)[C@H:3]([CH3:5])[OH:4].[CH3:36][C@H:37]([C@H:41]1[C@H:43]([CH2:44][C@H:45]2[CH2:50][O:49][C@@H:48]([CH2:51]/[C:52](/[CH3:68])=[CH:53]/[C:54]([O:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][C:65]([O-:67])=[O:66])=[O:55])[C@H:47]([OH:69])[C@@H:46]2[OH:70])[O:42]1)[C@H:38]([CH3:40])[OH:39].[Ca+2:71]>O>[CH3:1][C@H:2]([C@H:6]1[C@H:8]([CH2:9][C@H:10]2[CH2:15][O:14][C@@H:13]([CH2:16]/[C:17](/[CH3:33])=[CH:18]/[C:19]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([O-:32])=[O:31])=[O:20])[C@H:12]([OH:34])[C@@H:11]2[OH:35])[O:7]1)[C@H:3]([CH3:5])[OH:4].[CH3:36][C@H:37]([C@H:41]1[C@H:43]([CH2:44][C@H:45]2[CH2:50][O:49][C@@H:48]([CH2:51]/[C:52](/[CH3:68])=[CH:53]/[C:54]([O:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][C:65]([O-:67])=[O:66])=[O:55])[C@H:47]([OH:69])[C@@H:46]2[OH:70])[O:42]1)[C@H:38]([CH3:40])[OH:39].[OH2:4].[OH2:4].[Ca+2:71]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 6435927Bactroban2×

Product 1

HCID 5282317Mupirocin Calcium

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Amorphous mupirocin calcium (2.50 g, 2.40 mmole) was dissolved in water (10 ml) and stirred to give a clear solution. The mupirocin calcium solution was allowed to crystallize for 60 h at 5° C. The crystalline product was filtered and washed with water (5 ml). The crystalline product was dried at 45° C. for 6 h.

Workup

  1. customto give a clear solution
  • customto crystallize for 60 h at 5° C
  • filtrationThe crystalline product was filtered
  • washwashed with water (5 ml)
  • customThe crystalline product was dried at 45° C. for 6 h.
  • Sources & evidence

    ORD record
    ord-c74ab5aba6c94ac98ec02246516974c2
    Source dataset
    uspto-grants-2010_06
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07737177B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes