Mupirocin → Mupirocin Calcium

HRID 16666

Reaction equation

[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.[O-2:36].[Ca+2:37]>O>[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].[OH2:36].[OH2:5].[Ca+2:37]

Participants

Conditions

Temperature: 5 °C

Procedure

Pseudomonic acid (10 g) was suspended in water (26 ml). Calcium oxide (0.58 g) was added to the suspension. The mixture was stirred for one hour, and filtered. The mixture was cooled to 5° C. After standing for 15 h, the crystalline product was filtered and washed with cooled water (10 ml) and dried in an air circulated oven at room temperature. Mupirocin calcium dihydrate (9.4 g, 87%) was obtained.

Workup

filtrationfiltered
waitAfter standing for 15 h
filtrationthe crystalline product was filtered
washwashed with cooled water (10 ml)
customdried in an air
customat room temperature

Sources & evidence

ORD record: ord-4e0ef7ba04fb4e29ba37bc91f2b6c1e1
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07737177B2

Linked notes

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