Iodomethyl pivalate → HCID 141559397, compound

HRID 1729547Notes

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]([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: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]([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

Reactant 2

HCID 104401Iodomethyl pivalate

HCID 141573514HCID 141573514, compound

Product 1

HCID 141559397HCID 141559397, compoundYield 25.3%

Procedure

Sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-tetrahydrofurfurylthio-3-cephem-4-carboxylate (50 mg) was reacted with iodomethyl pivalate (36 mg) and post-treated in the same manner as in Example 4, yielding the titled compound (15 mg; 25%) as colorless crystals.

Workup

additionpost-treated in the same manner as in Example 4

Sources & evidence

ORD record: ord-9895ad6533a74c1f8c18e35df40f469d
Source dataset: uspto-grants-1994_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05332731

Reaction notes

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