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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840441Generated: October 30, 2026

p-nitrobenzyl (3R,5R,6S)-6[(R)-1-hydroxyethyl]-2-oxocarbapenam-3-carboxylate → 4-Nitrobenzyl (5r,6s)-2-[7-(2-t-butyldimethylsilyloxyethyl)thio-imidazo[5,1-b]thiazol-2-yl]-6-((1r)-1-hydroxyethyl)-1-carbapen-2-em-3-carboxylate

https://huagongshe.com/reaction/1840441

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-nitrobenzyl (3R,5R,6S)-6[(R)-1-hydroxyethyl]-2-oxocarbapenam-3-carboxylateHCID 10154755—
Reactant7-(2-t-Butyldimethylsilyloxyethyl)thio-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazoleHCID 17836891—
Product4-Nitrobenzyl (5r,6s)-2-[7-(2-t-butyldimethylsilyloxyethyl)thio-imidazo[5,1-b]thiazol-2-yl]-6-((1r)-1-hydroxyethyl)-1-carbapen-2-em-3-carboxylateHCID 9159789050.5%

Reaction Steps

The procedure of Example 1a) was repeated, except that 752 mg of 4-nitrobenzyl (3R,5R,6S)-6-((1R)-1-hydroxyethyl)-2-oxo-1-carbapenam-3-carboxylate and 1.433 g of 7-(2-t-butyldimethylsilyloxyethyl)thio-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole were used as the starting compounds. Thus, 703 mg of 4-nitrobenzyl (5R,6S)-2-[7-(2-t-butyldimethylsilyloxyethyl)thioimidazo[5,1-b]thiazol-2-yl]-6-((1R)-1-hydroxyethyl)-1-carbapen-2-em-3-carboxylate was prepared.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680313B2
Source datasetuspto-grants-2004_01
ORD IDord-85c2e4fffb124cca91b5f609c07e92f0
Source noteuspto-grants-2004_01