HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium borohydride → HCID 69357319, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 86596366 | HCID 86596366 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69357319 | HCID 69357319 | 80.2% |
Reaction Steps
To a solution of 0.58 g (4R,9aR)-7-fluoro-6-formyl-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester in 10 mL tetrahydrofuran was added 0.038 g lithium borohydride and the mixture was stirred at room temperature for 30 min. The reaction mixture was partitioned between water and ethyl acetate. The phases were separated and the organic phase was evaporated to dryness and purified by chromatography on silica gel with heptane:ethyl acetate=1:1 to yield 0.468 g (4R,9aR)-7-fluoro-6-hydroxymethyl-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester as yellowish crystals; m.p.: 91–93° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07208494B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-5e81fd8c71f8407791e2d7201b3ddec1 |
| Source note | uspto-grants-2007_04 |