Iodomethyl pivalate → HCID 141559360, compound

HRID 1729552Notes

Reaction equation

[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:29]/[OH:30])/[C:8]([NH:10][CH:11]2[C:27](=[O:28])[N:13]3[C:14]([C:24]([O-:26])=[S:25])=[C:15]([CH:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+].[C:32]([O:38][CH2:39]I)(=[O:37])[C:33]([CH3:36])([CH3:35])[CH3:34]>>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:29]/[OH:30])/[C:8]([NH:10][CH:11]2[C:27](=[O:28])[N:13]3[C:14]([C:24]([O:26][CH2:39][O:38][C:32](=[O:37])[C:33]([CH3:36])([CH3:35])[CH3:34])=[S:25])=[C:15]([CH:18]4[CH2:19][CH2:20][O:21][CH2:22][CH2:23]4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

Reactant 2

HCID 104401Iodomethyl pivalate

HCID 141573536HCID 141573536, compound

Product 1

HCID 141559360HCID 141559360, compoundYield 55.5%

Procedure

Sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-(tetrahydropyran-4-yl)thio-3-cephem-4-carboxylate (85 mg) was reacted with iodomethyl pivalate (61 mg), followed by purifying the reaction product in accordance with the procedure of Example 4, yielding the titled compound (56 mg, 55%).

Workup

customby purifying the reaction product in accordance with the procedure of Example 4

Sources & evidence

ORD record: ord-a2a1d5d0479c44c0a4dc8f14b6adb3bf
Source dataset: uspto-grants-1994_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05332731

Reaction notes

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