HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → (3S,4S)-3-(Dimethylamino)-4-hydroxy-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (3S,4S)-tert-Butyl 3-hydroxy-4-(methylamino)pyrrolidine-1-carboxylate | HCID 46834660 | — |
| Product | (3S,4S)-3-(Dimethylamino)-4-hydroxy-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester | HCID 66674043 | — |
Reaction Steps
This compound was prepared in the same manner as in Reference Example 25 (step 1), except that (3S,4S)-1-(t-butoxycarbonyl)-3-hydroxy-4-(methylamino)pyrrolidine (Tetrahedron: Asymmetry, 2001, 12, 2989-2997) was used, and that the reaction was conducted for 1 hour under ice cooling, the reaction solution was alkalified with a 1N aqueous sodium hydroxide solution and methanol was mostly distilled off under reduced pressure, followed by extraction with ethyl acetate twice.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728131B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-86806af5067741a78f043db6e42cb4c4 |
| Source note | uspto-grants-2010_06 |