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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072361Generated: November 3, 2026

p-nitrobenzyl (1R,3R,5R,6S)-6-[(R)-1-hydroxyethyl]-2-oxo-1-methylcarbapenam-3-carboxylate → 4-Nitrobenzyl (1s,5r,6s)-6-((1r)-1-hydroxyethyl)-1-methyl-2-[7-(pyrimidin-5-yl)carbonylimidazo[5,1-b]-thiazol-2-yl]-1-carbapen-2-em-3-carboxylate

https://huagongshe.com/reaction/1072361

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-nitrobenzyl (1R,3R,5R,6S)-6-[(R)-1-hydroxyethyl]-2-oxo-1-methylcarbapenam-3-carboxylateHCID 13504349—
Reactant7-(Pyrimidin-5-yl)carbonyl-2-(tri-n-butylstannyl)-imidazo[5,1-b]thiazoleHCID 22390306—
Product4-Nitrobenzyl (1s,5r,6s)-6-((1r)-1-hydroxyethyl)-1-methyl-2-[7-(pyrimidin-5-yl)carbonylimidazo[5,1-b]-thiazol-2-yl]-1-carbapen-2-em-3-carboxylateHCID 9158203273.9%

Reaction Steps

4-Nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-[7-(pyrimidin-5-yl)carbonylimidazo[5,1-b]-thiazol-2-yl]-1-carbapen-2-em-3-carboxylate (144 mg) was prepared in substantially the same manner as in step a) of Example 1, except that 180 mg of 4-nitrobenzyl (1R,3R,5R,6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-oxo-1-carbapenam-3-carboxylate and 176 mg of 7-(pyrimidin-5-yl)carbonyl-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole were used as the starting compounds.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06908913B2
Source datasetuspto-grants-2005_06
ORD IDord-ee43ef50ff724a91b365ceb2d574047a
Source noteuspto-grants-2005_06