Iodomethyl pivalate → HCID 141559413, compound

HRID 1729548Notes

Reaction equation

[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:31]/[O:32][CH3:33])/[C:8]([NH:10][CH:11]2[C:29](=[O:30])[N:13]3[C:14]([C:26]([O-:28])=[S:27])=[C:15]([CH2:18][CH:19]4[CH2:23][O:22][C:21]([CH3:25])([CH3:24])[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:31]/[O:32][CH3:33])/[C:8]([NH:10][CH:11]2[C:29](=[O:30])[N:13]3[C:14]([C:26]([O:28][CH2:42][O:41][C:35](=[O:40])[C:36]([CH3:39])([CH3:38])[CH3:37])=[S:27])=[C:15]([CH2:18][CH:19]4[CH2:23][O:22][C:21]([CH3:24])([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 141573530HCID 141573530, compound

Product 1

HCID 141559413HCID 141559413, compoundYield 66.2%

Procedure

Sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(2,2-dimethyl-1,3-dioxolan-4-yl)methylthio-3-cephem-4-carboxylate (58 mg) was reacted with iodomethyl pivalate (51 mg), followed by purifying the reaction product in the same manner as in Example 2, yielding the titled compound (45 mg; 66%) as pale yellow powder.

Workup

customby purifying the reaction product in the same manner as in Example 2

Sources & evidence

ORD record: ord-0fc71f83b5b24677b90d6b6ad193c092
Source dataset: uspto-grants-1994_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05332731

Reaction notes

Loading…