HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → (2S,4S)-N-Allyloxycarbonyl-2-[(E)-2-[4-(allyloxycarbonyl)piperazinvlcarbonyl]vinyl]-4-mercaptopyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | (2S,4S)-N-allyloxycarbonyl-2-[(E)-2-[4-(allyloxycarbonyl)piperazinylcarbonyl]vinyl]-4-tritylthiopyrrolidine | HCID 67917267 | — |
| Product | (2S,4S)-N-Allyloxycarbonyl-2-[(E)-2-[4-(allyloxycarbonyl)piperazinvlcarbonyl]vinyl]-4-mercaptopyrrolidine | HCID 86745546 | 100% |
Reaction Steps
The same operation as in Reference Example 4-2) was carried out by using (2S,4S)-N-allyloxycarbonyl-2-[(E)-2-[4-(allyloxycarbonyl)piperazinylcarbonyl]vinyl]-4-tritylthiopyrrolidine (the compound obtained in Reference Example 8-1); 1.97 g, 3.02 mmol) and triethylsilane (0.51 ml, 3.17 mmol), followed by flash column chromatographic purification on silica gel (Wakogel® C-300, 40 ml, elution with acetone-ethyl acetate 1:2) to give the title compound (1.24 g, 100% yield) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05095013 |
| Source dataset | uspto-grants-1992_03 |
| ORD ID | ord-44904e23ea84451c8f1dd28e9f6717dd |
| Source note | uspto-grants-1992_03 |