Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 9930637 | HCID 9930637 | — |
| Reactant | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | HCID 18784744 | HCID 18784744 | 71% |
Reaction Steps
To a solution of Example 280 compound (500 mg, 1.26 mmol) in MeOH/THF (1:1)(30 mL) at 0° C. was added sodium borohydride (48 mg, 1.26 mmol). The reaction was stirred at 0° C. for 2 hours then warmed to RT overnight. Acetic acid was added to quench the reaction until the reaction was pH 6 by pH paper. The resulting mixture was evaporated to dryness. Ethyl ether (200 mL) was added to the residue, and the organic layer was washed with water (2×50 mL), saturated sodium bicarbonate solution (2×50 mL), brine (2×50 mL) and dried over MgSO4. Evaporation gave title compound (355 mg, 71%) as a crude oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06034098 |
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| Source dataset | uspto-grants-2000_03 |
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| ORD ID | ord-eb018dc4d9454734aff380f026a9b674 |
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| Source note | uspto-grants-2000_03 |
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