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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627120Generated: October 26, 2026

Tetrabutylammonium Fluoride → HCID 89851341, compound

https://huagongshe.com/reaction/627120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(2S,5R)-tert-butyl 5-(allyloxy(tert-butoxycarbonyl)amino)-2-((tert-butyldimethylsilyloxy)methyl)-4-(methoxymethyl)-5,6-dihydropyridine-1(2H)-carboxylateHCID 89852008—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89851341HCID 8985134157.9%

Reaction Steps

To a stirred solution of (2S,5R)-tert-butyl 5-(allyloxy(tert-butoxycarbonyl)amino)-2-((tert-butyldimethylsilyloxy)methyl)-4-(methoxymethyl)-5,6-dihydropyridine-1(2H)-carboxylate (Intermediate 71, 35.55 mmol) in THF (100 mL) at 0° C., TBAF (39.11 mL, 39.11 mmol) was added. After 1 hr at 0° C., it was then concentrated to give a residue which was purified by silica gel column (0-100% EA/Hex) to give the desired product (8.82 g, 57.9% over 3 steps) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309245B2
Source datasetuspto-grants-2016_04
ORD IDord-55df6dc9133d48098ec4ffc9a519fb4d
Source noteuspto-grants-2016_04