Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59215806 | HCID 59215806 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59215834 | HCID 59215834 | 96.8% |
Reaction Steps
(7S)-7-(hydroxymethyl)hexahydropyrazino[2,1-c][1,4]oxazine-6,9-dione (D130, 151 mg, 0.75 mmol) was suspended in 1M borane THF complex solution (7.5 mL) and heated at reflux for 24 hours. Checked by MS, which showed only the product at m/z=173 (M+1). The reaction was cooled to 0° C., MeOH (5 mL) added dropwise followed by conc.HCl solution (1 mL). The resulting mixture was heated at 50° C. for 4 hours. The solvent was removed and the residue loaded on a SCX column, washed with MeOH before eluting the compound with 1M NH3 in MeOH. Solvent evaporated under reduced pressure to afford the title compound as a colourless oil (125 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07683056B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-6fc88cdf81b941359a30204f212bfa4d |
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| Source note | uspto-grants-2010_03 |
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