(2S, 4S)-2-Carbamoyl-1-(2-hydroxyethyl)-4-(4-methoxybenzylthio)-1-methylpyrrolidinium fluorosulfonate → HCID 131717289, compound

HRID 1030126Notes

Reaction equation

HRID 1030126 reaction equation
FS([O-])(=O)=O.[C:6]([C@@H:9]1[CH2:13][C@H:12]([S:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22]C)=[CH:18][CH:17]=2)[CH2:11][N+:10]1([CH2:25][CH2:26][OH:27])[CH3:24])(=[O:8])[NH2:7].O[C@@H]([C@H]1[C:52](=[O:53])[N:33]2[CH:34]([C:39]([O:41]C([N+]([O-])=O)C3C=CC=CC=3)=[O:40])C(=O)[C@H](C)[C@H]12)C>>[C:6]([C@@H:9]1[CH2:13][C@H:12]([S:14][C:15]2[C@H:16]([CH3:17])[C@@H:21]3[C@@H:20]([C@H:19]([OH:22])[CH3:18])[C:52](=[O:53])[N:33]3[C:34]=2[C:39]([O-:41])=[O:40])[CH2:11][N+:10]1([CH2:25][CH2:26][OH:27])[CH3:24])(=[O:8])[NH2:7]

Participants

3

Reactant 2

HCID 14880303(2S, 4S)-2-Carbamoyl-1-(2-hydroxyethyl)-4-(4-methoxybenzylthio)-1-methylpyrrolidinium fluorosulfonateHCID 57153275HCID 57153275, compound

Product 1

HCID 131717289HCID 131717289, compound

Procedure

Following a procedure similar to that described in Example 7, but using 0.37 g of (2S, 4S)-2-carbamoyl-1-(2-hydroxyethyl)-4-(4-methoxybenzylthio)-1-methylpyrrolidinium fluorosulfonate (prepared as described in preparation 16) [in step (1)] and 260 mg of -nitrobenzyl (1R, 5R, 6S)-6-[(1R)-1-hydroxyethyl]-1-methyl-2-oxo-1-carbapenam-3-carboxylate [in step (2)], 17 mg of the title compound were obtained.

Sources & evidence

ORD record
ord-4304453e892f44769682d22dcb4b4c3a
Source dataset
uspto-grants-1992_04
Patent number
US05104867

Reaction notes

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