Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylborane | HCID 7357 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 54255632 | HCID 54255632 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54291643 | HCID 54291643 | 62.2% |
Reaction Steps
The reduction was carried out following the procedure described in Example 9. A solution of 180 mg (0.38 mmole) of ethyl 9,9-bis(4-fluorophenyl)-5-hydroxy-8-(1H-tetrazol-1-yl)-3-oxo-6,8-nonadienoate in 10 mL of tetrahydrofuran at 0° C. was treated with triethylborane (0.9 mL, 1M in tetrahydrofuran). After 2 hrs., the solution was cooled to -80° C. and treated with 30 mg of sodium borohydride followed by 200 μL of methanol. The crude product was purified by silica gel chromatography to yield 111.2 mg (62%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04870187 |
|---|
| Source dataset | uspto-grants-1989_09 |
|---|
| ORD ID | ord-7229cee7204149b5bd73abaaac7b0b06 |
|---|
| Source note | uspto-grants-1989_09 |
|---|