Succinic anhydride → HCID 131712057, compound

HRID 1389675Notes

Reaction equation

HRID 1389675 reaction equation
C(N(CC)CC)C.[C:8]([NH:18][C@@H:19]1[C:31](=[O:32])[N:21]2[C:22]([C:28]([OH:30])=[O:29])=[C:23]([CH2:26][OH:27])[CH2:24][S:25][C@H:20]12)(=[O:17])[CH:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[OH:10].[C:33]1(=[O:39])[O:38][C:36](=[O:37])[CH2:35][CH2:34]1>ClCCl>[C:8]([NH:18][C@@H:19]1[C:31](=[O:32])[N:21]2[C:22]([C:28]([OH:30])=[O:29])=[C:23]([CH2:26][O:27][C:33](=[O:39])[CH2:34][CH2:35][C:36]([OH:38])=[O:37])[CH2:24][S:25][C@H:20]12)(=[O:17])[CH:9]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[OH:10]

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 131712058HCID 131712058, compound

Product 1

HCID 131712057HCID 131712057, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In dichloromethane (40 ml) was dissolved 7β-mandelamido-3-hydroxymethyl-3-cephem-4-carboxylic acid triethylamine salt (4.65 g), followed by addition of succinic anhydride (1.50 g). The mixture was stirred at room temperature for 1 hour and a half. After the reaction had been completed, the mixture was treated as in Example 8 to obtain 7β-mandelamido-3-(3-carboxypropionyloxy)methyl-3-cephem-4-carboxylic acid (4.45 g).

Workup

  1. additionthe mixture was treated as in Example 8

Sources & evidence

ORD record
ord-88227e1eec2f4ebab1e5f6daf6465ebb
Source dataset
uspto-grants-1981_01
Patent number
US04245088

Reaction notes

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