HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2082617Generated: October 27, 2026
Pyridine, hydrofluoride (1:1) → 17-Ethyl-20-fluoro-1,14-dihydroxy-12-[2'-(4"-hydroxy-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13, 19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo-[22.3.1.04,9]octacos-18-ene2,3,10,16-tetraone
https://huagongshe.com/reaction/2082617

Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine, hydrofluoride (1:1) | HCID 64774 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 17-Ethyl-20-fluoro-1-hydroxy-14-(tert-butlydimethylsiloxy)-12-[2'-(4"-(tert-butyldimethylsiloxy)-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetraone | HCID 57258061 | — |
| Reactant | HCID 178435178 | HCID 178435178 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 17-Ethyl-20-fluoro-1,14-dihydroxy-12-[2'-(4"-hydroxy-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13, 19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo-[22.3.1.04,9]octacos-18-ene2,3,10,16-tetraone | HCID 57024427 | 76.9% |
Reaction Steps
To a solution of 17-ethyl-20-fluoro-1-hydroxy-14-(tert-butlydimethylsiloxy)-12-[2'-(4"-(tert-butyldimethylsiloxy)-3"-methoxycyclohexyl)-1'-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9 ]octacos-18-ene-2,3,10,16-tetraone (10 mg) in tetrahydrofuran (0.6 ml) contained in a polypropylene vial was added 40 μl of an HF-pyridine solution in tetrahydrofuran, and the mixture was stirred at room temperature. After 28 hours, the mixture was added to a saturated sodium bicarbonate solution, extracted with ethyl acetate and dried by passage through a magnesium sulfate column. Purification of the concentrate by flash chromatography on silica gel (ethyl acetate: hexane (2:1)+1% methanol) gave the title compound (6 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05189042 |
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| Source dataset | uspto-grants-1993_02 |
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| ORD ID | ord-ab9470a0924f4c18bdae4064fc7360ec |
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| Source note | uspto-grants-1993_02 |
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