HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-Glycidyl Trityl Ether → 2,2-Dimethyl-propionic acid (3S,4S)-1-((S)-2-hydroxy-3-trityloxy-propyl)-3-methyl-piperidin-4-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-Glycidyl Trityl Ether | HCID 7168113 | — |
| Reactant | 3-Methyl-4-piperidyl (3S,4S)-Pivalate | HCID 59600241 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2,2-Dimethyl-propionic acid (3S,4S)-1-((S)-2-hydroxy-3-trityloxy-propyl)-3-methyl-piperidin-4-yl ester | HCID 59600173 | — |
Reaction Steps
(S)-2-Trityloxymethyl-oxirane (636 mg, 2 mmol) and 2,2-dimethyl-propionic acid (3S,4S)-3-methyl-piperidin-4-yl ester (17, 400 mg, 2 mmol) are dissolved in 7 ml of ethanol and stirred at room temperature for 23 h. The white suspension is heated to 40° C. and stirred for additional 2 h. The reaction mixture is evaporated under reduced pressure and the crude product is purified by Flash-chromatography. (silica gel, 20% ethyl acetate in cyclohexane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858781B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-4e1dde08236d498baf106439e0bdb865 |
| Source note | uspto-grants-2010_12 |