Iodomethyl pivalate → HCID 141573535, compound

HRID 1729563Notes

Reaction equation

HRID 1729563 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][O:22][CH2:21][CH2:20]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][O:22][CH2:21][CH2:20]4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

3

Reactant 2

HCID 104401Iodomethyl pivalateHCID 141573521HCID 141573521, compound

Product 1

HCID 141573535HCID 141573535, compoundYield 51%

Procedure

Sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(tetrahydropyran-4-yl)methylthio-3-cephem-4-carboxylate (200 mg) as prepared in Example 31(b) was reacted with iodomethyl pivalate (181 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 (120 mg; 51%).

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-a0c01a42dc78400387b6921250a9083c
Source dataset
uspto-grants-1994_07
Patent number
US05332731

Reaction notes

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