Iodomethyl pivalate → HCID 141573510, compound

HRID 1729556Notes

Reaction equation

[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:30]/[O:31][CH3:32])/[C:8]([NH:10][CH:11]2[C:28](=[O:29])[N:13]3[C:14]([C:25]([O-:27])=[S:26])=[C:15]([CH2:18][CH:19]4[CH2:24][CH2:23][CH2:22][CH2:21][O:20]4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+].[C:34]([O:40][CH2:41]I)(=[O:39])[C:35]([CH3:38])([CH3:37])[CH3:36]>>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:30]/[O:31][CH3:32])/[C:8]([NH:10][CH:11]2[C:28](=[O:29])[N:13]3[C:14]([C:25]([O:27][CH2:41][O:40][C:34](=[O:39])[C:35]([CH3:38])([CH3:37])[CH3:36])=[S:26])=[C:15]([CH2:18][CH:19]4[CH2:24][CH2:23][CH2:22][CH2:21][O:20]4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

Reactant 2

HCID 104401Iodomethyl pivalate

HCID 141573506HCID 141573506, compound

Product 1

HCID 141573510HCID 141573510, compoundYield 53.1%

Procedure

Sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(tetrahydropyran-2-yl)methylthio-3-cephem-4-carboxylate (80 mg) was reacted with iodomethyl pivalate (72 mg), followed by purifying the reaction product in accordance with the procedure of Example 2, giving the titled compound (50 mg; 53%)

Workup

customby purifying the reaction product in accordance with the procedure of Example 2

Sources & evidence

ORD record: ord-db9e16d7e43a4c4dbcf1ab7470dcef89
Source dataset: uspto-grants-1994_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05332731

Reaction notes

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