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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380902Generated: November 1, 2026

Methyl iodide → (R)-2-(N-Boc-N-methylamino)-1-(tert-butyldimethylsilyloxy)-but-3-yne

https://huagongshe.com/reaction/380902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
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 MeI (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 numberUS06303793B1
Source datasetuspto-grants-2001_10
ORD IDord-4a41f7dcacf84fabb1a588cef4623674
Source noteuspto-grants-2001_10