HCID 22390272, compound → HCID 69367056, compound

HRID 1072393Notes

Reaction equation

[OH:1][C@@H:2]([C@H:4]1[C:42](=[O:43])[N:6]2[C:7]([C:29]([O:31]CC3C=CC([N+]([O-])=O)=CC=3)=[O:30])=[C:8]([C:11]3[S:15][C:14]4=[C:16]([C:21]([C:23]5[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=5)=[O:22])[N:17]=[C:18]([S:19][CH3:20])[N:13]4[CH:12]=3)[C@H:9]([CH3:10])[C@H:5]12)[CH3:3].[N+](C1C=CC(COC([NH:55][S:56]([NH:59][CH2:60][CH2:61][CH2:62]O)(=[O:58])=[O:57])=O)=CC=1)([O-])=O>>[OH:1][C@@H:2]([C@H:4]1[C:42](=[O:43])[N:6]2[C:7]([C:29]([O-:31])=[O:30])=[C:8]([C:11]3[S:15][C:14]4=[C:16]([C:21]([C:23]5[CH:24]=[N+:25]([CH2:62][CH2:61][CH2:60][NH:59][S:56](=[O:58])(=[O:57])[NH2:55])[CH:26]=[CH:27][CH:28]=5)=[O:22])[N:17]=[C:18]([S:19][CH3:20])[N:13]4[CH:12]=3)[C@H:9]([CH3:10])[C@H:5]12)[CH3:3]

Participants

Reactant 2

HCID 22390272HCID 22390272, compound

HCID 90781505HCID 90781505, compound

Product 1

HCID 69367056HCID 69367056, compoundYield 18.4%

Procedure

The title compound (41 mg) was prepared in the same manner as in steps a) and b) of Example 4, except that 222 mg of 4-nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-[5-methylthio-7-(pyridin-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-1-carbapen-2-em-3-carboxylate and 166 mg of 3-(4-nitrobenzyloxycarbonylaminosulfonyl)aminopropanol were used as the starting compounds.

Sources & evidence

ORD record: ord-3dddf78c06884afe9570ab7dc24a7450
Source dataset: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06908913B2

Reaction notes

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