HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R,5S)-5-benzyloxymethyl-2-(2,2-dimethylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester → (2R,5S)-2-(2,2-dimethylpropoxy)-5-hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R,5S)-5-benzyloxymethyl-2-(2,2-dimethylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester | HCID 68562982 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2R,5S)-2-(2,2-dimethylpropoxy)-5-hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester | HCID 68564170 | — |
Reaction Steps
Stir (2R,5S)-5-benzyloxymethyl-2-(2,2-dimethylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester (7.05 g, 17.92 mmol) and 20% palladium hydroxide on carbon in methanol (150 mL) under 1 atmosphere of hydrogen gas at room temperature for 12 hours. Filter and concentrate to give the desired compound as a thick oil which is used directly in the next step without further purification (5.10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745438B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-b4a8cf8faafe4769ad32a73e4db765cb |
| Source note | uspto-grants-2010_06 |