HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 68561777, compound → (2R,3S,5S)-2-(2,2-Dimethylpropoxy)-5-hydroxymethyl-3-methylmorpholine-4-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 68561777 | HCID 68561777 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2R,3S,5S)-2-(2,2-Dimethylpropoxy)-5-hydroxymethyl-3-methylmorpholine-4-carboxylic acid tert-butyl ester | HCID 68563537 | 93.3% |
Reaction Steps
Stir (2R,3S,5S)-5-benzyloxymethyl-2-(2,2-dimethylpropoxy)-3-methylmorpholine-4-carboxylic acid tert-butyl ester (0.65 g, 1.59 mmol) and 20% palladium hydroxide on carbon (0.65 g) in methanol (25 mL) under a hydrogen atmosphere at room temperature for 2 hours. Filter through Celite®, concentrate and purify (silica gel chromatography, eluting with 0:100 to 20:80 ethyl acetate:hexanes) to give the desired compound as an oil (471 mg 93.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745438B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-118dfd914ac040a6b292d60dad67639f |
| Source note | uspto-grants-2010_06 |