HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 53730614, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 86751165 | HCID 86751165 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53730614 | HCID 53730614 | — |
Reaction Steps
A solution of 0.40 g (0.65 mmol) of (R,S; R,S)-2- diphenylacetylamino-3-(3-methoxyphenyl)-3-(3-methoxyphenyl-sulfanyl) propionic acid, 2-trimethylsilylethyl ester of Example 34, 3.3 mL of N,N-dimethylformamide and 3.3 mL (3.3 retool) of 1M tetrabutylammonium fluoride in tetrahydrofuran is stirred at room temperature for 30 minutes. Ethyl acetate (100 mL) is added and the solution is washed with 80 mL of 1N hydrochloric acid and 80 mL of brine, dried (magnesium sulfate) and evaporated to give the product; wt 0.31 g (92%). Recrystallization from ethyl acetate-heptane gives product as a 9:1 mixture of diastereomers by NMR and hplc;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05658943 |
| Source dataset | uspto-grants-1997_08 |
| ORD ID | ord-e8069374fc674a8186008382134cbc90 |
| Source note | uspto-grants-1997_08 |