HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 131719459, compound → HCID 131719458, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 131719459 | HCID 131719459 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Phosphate | HCID 1061 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131719458 | HCID 131719458 | 71.1% |
Reaction Steps
To a solution of 756 mg of Compound (30) obtained in Example 3 in 10 ml of tetrahydrofuran and 30 ml of 0.35 M phosphate buffer (pH 6.0) solution was added 6.0 g of zinc powder, and the reaction mixture was stirred for 2 hours at room temperature. After removal of the zinc powder by filtration, the filtrate was washed with ethyl acetate and the pH of the filtrate was adjusted to 5.5, then the filtrate was concentrated. The resulting residue was purified by using Diaion HP-40R column (10% isopropanol-water) to give 415 mg (71%) of (1R, 5S, 6S )-2-[1-((4R)-methoxymethyloxymethyl-1,3-thiazolin-2-yl)azetidin-3-yl]thio-6-[(R)-1-hydroxyethyl]-1-methyl-carbapen-2-em-3-carboxylic acid [Compound (31)].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05534510 |
| Source dataset | uspto-grants-1996_07 |
| ORD ID | ord-ee13dc165a4a4384ba0346756ff30a25 |
| Source note | uspto-grants-1996_07 |