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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1939108Generated: November 3, 2026

Pyridine, hydrofluoride (1:1) → 17-Ethyl-1,14-dihydroxy-12-[2'-(4"-(2"'-phenyl-2"'-hydroxyethyloxy)-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

https://huagongshe.com/reaction/1939108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridine, hydrofluoride (1:1)HCID 64774—
Reactant17-Ethyl-1-hydroxy-14-(tert-butyldimethylsiloxy)-12-[2'-(4"-(2"'-phenyl-2"'-hydroxyethyloxy)-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-tetraoneHCID 57280560—
SolventTetrahydrofuranHCID 8028—
Product17-Ethyl-1,14-dihydroxy-12-[2'-(4"-(2"'-phenyl-2"'-hydroxyethyloxy)-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-tetraoneHCID 5710567042.7%

Reaction Steps

To a solution of the product from Step A (29 mg) in THF (400 μl) was added hydrogen fluoride/pyridine and the reaction mixture stirred at room temperature for 24 hours. The reaction was then quenched by the addition of saturated aqueous sodium bicarbonate and extracted into ethyl acetate. The organic phase was dried with magnesium sulphate and concentrated. The crude material was purified by column chromatography on silica gel eluting with 70% hexane:30% ethyl acetate to give the title compound (11 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05693648
Source datasetuspto-grants-1997_12
ORD IDord-d887057b5f0d442fbad6533c4bda3971
Source noteuspto-grants-1997_12