Sodium Iodide → HCID 178502834, compound

HRID 973863Notes

Reaction equation

HRID 973863 reaction equation
[C:1]([O:7][CH2:8]Br)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[I-].[Na+].[NH2:12][C:13]1[S:14][CH:15]=[C:16](/[C:18](=[N:41]/[O:42][CH3:43])/[C:19]([NH:21][C@@H:22]2[C:39](=[O:40])[N:24]3[C:25]([C:36]([O-:38])=[O:37])=[C:26]([CH2:29][CH:30]4[O:34][C:33](=[O:35])[CH:32]=[CH:31]4)[CH2:27][S:28][C@H:23]23)=[O:20])[N:17]=1.[Na+]>CC(C)=O.CN(C=O)C>[NH2:12][C:13]1[S:14][CH:15]=[C:16](/[C:18](=[N:41]/[O:42][CH3:43])/[C:19]([NH:21][C@@H:22]2[C:39](=[O:40])[N:24]3[C:25]([C:36]([O:38][CH2:8][O:7][C:1](=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3])=[O:37])=[C:26]([CH2:29][CH:30]4[O:34][C:33](=[O:35])[CH:32]=[CH:31]4)[CH2:27][S:28][C@H:23]23)=[O:20])[N:17]=1

Participants

6

Reactant 3

HCID 5238Sodium IodideHCID 15916453Bromomethyl pivalateHCID 44310744sodium (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-[(5-oxo-2H-furan-2-yl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Product 1

HCID 178502834HCID 178502834, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared as described in Example 3, using pivaloyloxymethyl bromide (0.051 g) in acetone (1ml), sodium iodide (0.039 g) and sodium 7β-[2-(2-aminothiazol-4-yl)-2-Z-methoxyiminoacetamido]-3-[(5RS)-2,5-dihydro-2-oxofuran-5-ylmethyl]ceph-3-em-4-carboxylate (0.13 g) in DMF (2 mls).

Sources & evidence

ORD record
ord-f8eecb05996f4b5dac42809d25ad17a7
Source dataset
uspto-grants-1991_11
Patent number
US05064649

Reaction notes

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