HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-nitrobenzyl (1R,5S,6S)-2-(diphenylphosphoryloxy)-6-[(R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate → (1R,5S,6S)-2-[(2S,4S)-2-(4-Amidinohomopiperazin-1-ylcarbonyl)pyrrolidin-4-ylthio]-6-[(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-nitrobenzyl (1R,5S,6S)-2-(diphenylphosphoryloxy)-6-[(R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate | HCID 131720384 | — |
| Reactant | (4-nitrophenyl)methyl (2S,4S)-2-[4-[N-[(4-nitrophenyl)methoxycarbonyl]carbamimidoyl]-1,4-diazepane-1-carbonyl]-4-sulfanylpyrrolidine-1-carboxylate | HCID 140386396 | — |
| Product | (1R,5S,6S)-2-[(2S,4S)-2-(4-Amidinohomopiperazin-1-ylcarbonyl)pyrrolidin-4-ylthio]-6-[(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylic acid | HCID 22881595 | — |
Reaction Steps
A procedure similar to that described in Example 101 was repeated, but using 4-nitrobenzyl (1R,5S,6S)-2-(diphenylphosphoryloxy)-6-[(1R)-1-hydroxyethyl]-1-methyl -1-carbapen-2-em-3-carboxylate (prepared as described in Preparation 123) and (2S,4S)-4-mercapto-1-(4-nitrobenzyl -oxycarbonyl)-2-[4-(4-nitrobenzyloxycarbonylamidino)homopiperazin -1-ylcarbonyl]pyrrolidine (prepared as described in Preparation 94) as starting materials, in relative proportions similar to those used in that Example, to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05712267 |
| Source dataset | uspto-grants-1998_01 |
| ORD ID | ord-3e315922582042279a11197b8d695efe |
| Source note | uspto-grants-1998_01 |