Iodomethyl pivalate → HCID 141559400, compound

HRID 1729546Notes

Reaction equation

HRID 1729546 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[O:23][CH2:22][CH2:21][CH2:20]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[O:23][CH2:22][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 141573541HCID 141573541, compound

Product 1

HCID 141559400HCID 141559400, compoundYield 57.1%

Procedure

Sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-tetrahydrofurfurylthio-3-cephem-4-carboxylate (40 mg) was reacted with iodomethyl pivalate (38 mg), followed by purification, in the same manner as in Example 2 to give the titled compound (27 mg; 57%) as white powder.

Workup

  1. customfollowed by purification, in the same manner as in Example 2

Sources & evidence

ORD record
ord-b5f00b6ab4b74b13837c9756bf5ac47d
Source dataset
uspto-grants-1994_07
Patent number
US05332731

Reaction notes

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