HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → (2S)-1-t-Butoxycarbonyl-2-(4-methoxybenzylthiomethyl)pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Methoxy-alpha-toluenethiol | HCID 80407 | — |
| Reactant | (S)-(-)-N-Boc-prolinol | HCID 643448 | — |
| Reactant | tert-butyl (2S)-2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate | HCID 10039261 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (2S)-1-t-Butoxycarbonyl-2-(4-methoxybenzylthiomethyl)pyrrolidine | HCID 54209413 | — |
Reaction Steps
The procedure described in Preparation 5-(2) was repeated, but using 12.16 g of (2S)-1-t-butoxycarbonyl-2-methanesulfonyloxymethylpyrrolidine [prepared by the methanesulfonylation of (2S)-1-t-butoxycarbonyl-2-hydroxymethylpyrrolidine], 7.3 ml of 4-methoxybenzyl mercaptan and 2.3 g of sodium hydride (as a 55% w/w suspension in mineral oil) in 100 ml of dry dimethylformamide, to afford 13.93 g of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05242914 |
| Source dataset | uspto-grants-1993_09 |
| ORD ID | ord-af1ce96835f14d878c2d09702c43634d |
| Source note | uspto-grants-1993_09 |