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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366740Generated: October 30, 2026

Ethyl Acetate → (R)-2-(N-Boc-N-methylamino)-1-(tert-butyldimethylsilyloxy)-but-3-yne

https://huagongshe.com/reaction/366740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant(R)-N-Boc-2-amino-1-(-tert-butyldimethylsilyloxy)-but-3-yneHCID 21971750—
SolventTetrahydrofuranHCID 8028—
Product(R)-2-(N-Boc-N-methylamino)-1-(tert-butyldimethylsilyloxy)-but-3-yneHCID 21971749—

Reaction Steps

(R)-2-(N-Boc-N-methylamino)-1-(tert-butyldimethylsilyloxy)-but-3-yne was synthesized according to Method Y above by the treatment of (R)-N-Boc-2-amino-1-(-tert-butyldimethylsilyloxy)-but-3-yne (200 mg, 0.67 mmol) (Example 104B) with NaH (21 mg, 0.87 mmol) and Mel (189 mg, 1.34 mmol) in THF (12 mL). The product was obtained after silica gel column chromatography with a 0-10% EtOAc in hexanes gradient. (Yield 200 mg, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06130239
Source datasetuspto-grants-2000_10
ORD IDord-88c2b15e450c4bf5947ca8ea9857837f
Source noteuspto-grants-2000_10