Iodomethyl pivalate → HCID 141559373, compound

HRID 1729553Notes

Reaction equation

[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:32]/[OH:33])/[C:8]([NH:10][CH:11]2[C:30](=[O:31])[N:13]3[C:14]([C:27]([O-:29])=[S:28])=[C:15]([CH2:18][CH:19]4[CH2:24][CH2:23][O:22][C:21]([CH3:26])([CH3:25])[O:20]4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+].[C:35]([O:41][CH2:42]I)(=[O:40])[C:36]([CH3:39])([CH3:38])[CH3:37]>>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:32]/[OH:33])/[C:8]([NH:10][CH:11]2[C:30](=[O:31])[N:13]3[C:14]([C:27]([O:29][CH2:42][O:41][C:35](=[O:40])[C:36]([CH3:39])([CH3:38])[CH3:37])=[S:28])=[C:15]([CH2:18][CH:19]4[CH2:24][CH2:23][O:22][C:21]([CH3:26])([CH3:25])[O:20]4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

Reactant 2

HCID 104401Iodomethyl pivalate

HCID 141573529HCID 141573529, compound

Product 1

HCID 141559373HCID 141559373, compoundYield 60%

Procedure

Sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-(2,2-dimethyl-1,3-dioxan-4-yl)methylthio-3-cephem-4-carboxylate (60 mg) was reacted with iodomethyl pivalate (40 mg),followed by purifying the reaction product in accordance with the procedure of Example 4, yielding the titled compound (42 mg; 60%).

Workup

customby purifying the reaction product in accordance with the procedure of Example 4

Sources & evidence

ORD record: ord-23dff928f7ee4312902417f0d13a0264
Source dataset: uspto-grants-1994_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05332731

Reaction notes

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