Iodomethyl pivalate → HCID 141559416, compound

HRID 1729561Notes

Reaction equation

HRID 1729561 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:29]/[O:30][CH3:31])/[C:8]([NH:10][CH:11]2[C:27](=[O:28])[N:13]3[C:14]([C:24]([O-:26])=[S:25])=[C:15]([CH2:18][CH:19]4[CH2:23][O:22][CH2:21][O:20]4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+].[C:33]([O:39][CH2:40]I)(=[O:38])[C:34]([CH3:37])([CH3:36])[CH3:35]>>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:29]/[O:30][CH3:31])/[C:8]([NH:10][CH:11]2[C:27](=[O:28])[N:13]3[C:14]([C:24]([O:26][CH2:40][O:39][C:33](=[O:38])[C:34]([CH3:37])([CH3:36])[CH3:35])=[S:25])=[C:15]([CH2:18][CH:19]4[CH2:23][O:22][CH2:21][O:20]4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

3

Reactant 2

HCID 104401Iodomethyl pivalateHCID 141573517HCID 141573517, compound

Product 1

HCID 141559416HCID 141559416, compoundYield 84%

Procedure

Sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(1,3-dioxolan-4-yl)methylthio-3-cephem-4-carboxylate (87 mg) as prepared in Example 29(b) was reacted with iodomethyl pivalate (80 mg) similarly to Example 28 for the esterification reaction. The resulting reaction solution was post-treated and the produced compound was recovered and purified similarly to Example 28 to give the titled compound (86 mg; 84%) .

Workup

  1. customThe resulting reaction solution
  2. additionwas post-treated
  3. customthe produced compound was recovered
  4. custompurified similarly to Example 28

Sources & evidence

ORD record
ord-77dc281323a04fe49e8f10bee185db5b
Source dataset
uspto-grants-1994_07
Patent number
US05332731

Reaction notes

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