HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-nitrobenzyl (3R,5R,6S)-6[(R)-1-hydroxyethyl]-2-oxocarbapenam-3-carboxylate | HCID 10154755 | — |
| Reactant | 7-(2-t-Butyldimethylsilyloxyethyl)thio-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole | HCID 17836891 | — |
| Product | 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 | HCID 91597890 | 50.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06680313B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-85c2e4fffb124cca91b5f609c07e92f0 |
| Source note | uspto-grants-2004_01 |