HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 4-(4-S-Acetyl-2,5-anhydro-3-deoxy-4-thio-L-threo-pentonoyl)-1-Piperazinecarboxylic acid phenylmethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Potassium ethanethioate | HCID 23670855 | — |
| Reactant | 4-(2,5-Anhydro-4-bromo-3,4-dideoxy-D-erythropentonoyl)-1-piperazinecarboxylic acid phenylmethyl ester | HCID 131719855 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 4-(4-S-Acetyl-2,5-anhydro-3-deoxy-4-thio-L-threo-pentonoyl)-1-Piperazinecarboxylic acid phenylmethyl ester | HCID 131719856 | 82.4% |
Reaction Steps
The title compound is prepared by the procedure of Example 139 using 1.14 g of product from Example 151, 0.393 g of potassium thioacetate, 0.1517 g of 18-crown-6 and 10 ml of acetonitrile to give 0.928 g of the desired product after chromatography (silica gel: 10-60% ethyl acetate/hexane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05623081 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-a4d1c296c64641c18e536dc8b64f2f38 |
| Source note | uspto-grants-1997_04 |