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Sodium Iodide → HCID 178502834, compound

HRID 973863
Notes
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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
ParticipantsProcedureSources & evidenceReaction notes

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 180
Acetone
Solvent
HCID 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
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05064649

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes