Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 67076770 | HCID 67076770 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67076718 | HCID 67076718 | — |
Reaction Steps
The compound of step 1 (0.439 g, 0.900 mmol) was dissolved in THF (4 ml). The mixture was cooled to −30° C. and sodium borohydride (35 mg, 0.90 mmol) was added followed by dropwise addition of methanol. After 30 min, the mixture was partitioned between diethyl ether and 2 N hydrochloric acid, the aqueous phase was extracted with diethyl ether, the combined organic phases were dried over sodium sulfate and evaporated to dryness. The residue was purified by silica gel chromatography (HEP/EA gradient) to yield the title compound as a mixture of stereoisomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09328071B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-0de62d0e156e48e886c2d650db909e77 |
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| Source note | uspto-grants-2016_05 |
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