7beta-Amino-3(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acid → HCID 88500578, compound

HRID 2232429Notes

Reaction equation

HRID 2232429 reaction equation
[NH2:1][C:2]1[S:3][C:4]([Br:21])=[C:5](/[C:7](=[N:11]/[O:12][CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])/[C:8]([OH:10])=O)[N:6]=1.[NH2:22][C@@H:23]1[C:41](=[O:42])[N:25]2[C:26]([C:38]([OH:40])=[O:39])=[C:27]([CH2:30][O:31][C:32](=[O:37])[CH2:33][C:34](=[O:36])[CH3:35])[CH2:28][S:29][C@H:24]12>>[NH2:1][C:2]1[S:3][C:4]([Br:21])=[C:5](/[C:7](=[N:11]/[O:12][CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])/[C:8]([NH:22][C@@H:23]2[C:41](=[O:42])[N:25]3[C:26]([C:38]([OH:40])=[O:39])=[C:27]([CH2:30][O:31][C:32](=[O:37])[CH2:33][C:34](=[O:36])[CH3:35])[CH2:28][S:29][C@H:24]23)=[O:10])[N:6]=1

Participants

3

Reactant 2

HCID 117819897beta-Amino-3(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acidHCID 13604643HCID 13604643, compound

Product 1

HCID 88500578HCID 88500578, compoundYield 99%

Procedure

2-(2-Amino-5-bromothiazol-4-yl)-2(Z)-(tert-butoxycarbonylmethoxyimino)acetic acid and 7β-amino-3-(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acid are reacted and worked up in the manner Reference Example 40 to give the above-identified compound (99% yield).

Sources & evidence

ORD record
ord-c4ddadc2eeb4447d84bad8a8572a5457
Source dataset
uspto-grants-1988_11
Patent number
US04788185

Reaction notes

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