Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 23047442 | HCID 23047442 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23047421 | HCID 23047421 | 101.7% |
Reaction Steps
Sodium borohydride (38 mg) was added to a stirred solution of ethyl 5-hydroxy-7-(3-isopropyl-1-phenylpyrrolo[2,1-a]isoquinolin-2-yl)-3-oxoheptanoate (760 mg; prepared as described in Reference Example 3) in methanol (20 ml) at 0° C. under an argon atmosphere. The mixture was stirred at 30 minutes and then a solution of sodium hydroxide (320 mg) in water (8 ml) was added and the mixture was stirred for 1 hour. The mixture was then diluted with water (20 ml) and acidified with glacial acetic acid. The resulting milky solution was extracted with diethyl ether (3×50 ml) and the combined extracts were dried over magnesium sulphate and evaporated, to give 3,5-dihydroxy-7-(3-isopropyl-1-phenylpyrrolo[2,1-a]-isoquinolin-2-yl)heptanoic acid (730 mg), in the form of a yellow gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04933350 |
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| Source dataset | uspto-grants-1990_06 |
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| ORD ID | ord-9eef80ba4a9b4c9896394a5b55ba9b42 |
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| Source note | uspto-grants-1990_06 |
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