HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → (R)-tert-butyl 2-((S)-(2-aminoethoxy)(3-chlorophenyl)methyl)morpholine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethyl Sulfide | HCID 1068 | — |
| Reactant | (R)-tert-butyl 2-((S)-(3-chlorophenyl)(cyanomethoxy)methyl)morpholine-4-carboxylate | HCID 66862450 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (R)-tert-butyl 2-((S)-(2-aminoethoxy)(3-chlorophenyl)methyl)morpholine-4-carboxylate | HCID 57786514 | — |
Reaction Steps
(R)-tert-butyl 2-((S)-(3-chlorophenyl)(cyanomethoxy)methyl)morpholine-4-carboxylate (1.3 g, 3.55 mmol) was dissolved in anhydrous THF (25 mL), and the solution was heated to reflux under N2. A solution of BH3.Me2S in THF (5 mL) was added dropwise, and stirring was continued under reflux overnight. The resulting solution was cooled to rt, MeOH was added dropwise to quench the reaction until gas evolution ceased. After evaporation of the solution, the crude product was used for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07872028B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-9ad6991d7373455cb97b077ea6c258be |
| Source note | uspto-grants-2011_01 |