HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S,4S)-N-Allyloxycarbonyl-2-hydroxymethyl-4-mercaptopyrrolidine → Allyl (1R,5S,6S)-2-[(2S,4S)-N-allyloxycarbonyl-2-hydroxymethylpyrrolidin-4-ylthio]-6-[(R)-1-allyloxycarbonyloxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S,4S)-N-Allyloxycarbonyl-2-hydroxymethyl-4-mercaptopyrrolidine | HCID 22842694 | — |
| Reactant | allyl (1R,3R,5S,6S)-6-[(R)-1-allyloxycarbonyloxyethyl]-1-methyl-2-oxo-1-carbapenam-3-carboxylate | HCID 131717190 | — |
| Product | Allyl (1R,5S,6S)-2-[(2S,4S)-N-allyloxycarbonyl-2-hydroxymethylpyrrolidin-4-ylthio]-6-[(R)-1-allyloxycarbonyloxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate | HCID 131717189 | 37% |
Reaction Steps
The same operation as in Reference Example 9 was carried out by using allyl (1R,3R,5S,6S)-6-[(R)-1-allyloxycarbonyloxyethyl]-1-methyl-2-oxo-1-carbapenam-3-carboxylate (700 mg, 2 mmol) and (2S,4S)-N-allyloxycarbonyl-2-hydroxymethyl-4-mercaptopyrrolidine (the compound obtained in Reference Example 1; 470 mg, 1.8 mmol) to obtain the title compound (410 mg, 37% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05095013 |
| Source dataset | uspto-grants-1992_03 |
| ORD ID | ord-4daba02e69b3424db0d032c20ae13437 |
| Source note | uspto-grants-1992_03 |