Meropenem Trihydrate → Meropenem

HRID 521539Notes

Reaction equation

HRID 521539 reaction equation
[CH3:1][C@H:2]1[C:9]([S:10][C@@H:11]2[CH2:15][NH:14][C@H:13]([C:16]([N:18]([CH3:20])[CH3:19])=[O:17])[CH2:12]2)=[C:8]([C:21]([OH:23])=[O:22])[N:7]2[C@H:3]1[C@@H:4]([C@H:24]([OH:26])[CH3:25])[C:5]2=[O:6].O.O.O>CO>[CH3:1][C@H:2]1[C:9]([S:10][C@@H:11]2[CH2:15][NH:14][C@H:13]([C:16]([N:18]([CH3:19])[CH3:20])=[O:17])[CH2:12]2)=[C:8]([C:21]([OH:23])=[O:22])[N:7]2[C@H:3]1[C@@H:4]([C@H:24]([OH:26])[CH3:25])[C:5]2=[O:6]

Participants

3

Reactant 1

HCID 441129Meropenem Trihydrate

Product 1

HCID 441130MeropenemYield 111.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
-2.5 °C

Procedure

To crude meropenem trihydrate (10 g, prepared according to WO 2010/104336), was added cold (0° C.) methanol (40 ml). The mixture was stirred for 2 hours, while the temperature thereof was maintaining at −5 to 0° C. After filtering the slurry, the resulting solid was dried in vacuo at room temperature to give methanol solvate of meropenem (9.8 g, 98.0%).

Workup

  1. filtrationAfter filtering the slurry
  2. customthe resulting solid was dried in vacuo at room temperature

Sources & evidence

ORD record
ord-ebd75daec376477fbc3e42c12b60f242
Source dataset
uspto-grants-2016_05
Patent number
US09328115B2

Reaction notes

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