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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381184Generated: October 27, 2026

Tetrabutylammonium Fluoride → 2-[(R)-3-decanoyloxytetradecanoylamino]ethanol

https://huagongshe.com/reaction/381184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(R)-3-decanoyloxytetradecanoic acidHCID 10810916—
Reactant2-(t-Butyldiphenylsilyloxy)ethylamineHCID 11001043—
ReactantEdc-methiodideHCID 86585083—
SolventTetrahydrofuranHCID 8028—
Product2-[(R)-3-decanoyloxytetradecanoylamino]ethanolHCID 5373976381%

Reaction Steps

In the same manner as described in Example 20-(1), 2-amino-1-(t-butyldiphenylsilyloxy)ethane (450 mg, 1.5 mmol) was acylated with (R)-3-decanoyloxytetradecanoic acid (600 mg, 1.5 mmol) in the presence of EDC·MeI (594 mg, 2.0 mmol) and then deprotected with TBAF (1.0 M in THF, 2.5 mL, 2.5 mmol) in THF (10 mL) to afford 488 mg (81%) of 2-[(R)-3-decanoyloxytetradecanoylamino]ethanol as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06303347B1
Source datasetuspto-grants-2001_10
ORD IDord-45a05781bed5420a804e92c5df4659ba
Source noteuspto-grants-2001_10