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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471052Generated: October 30, 2026

Methyl iodide → HCID 59611493, compound

https://huagongshe.com/reaction/1471052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantN-(tert-Butoxycarbonyl)-3-hydroxy-L-valineHCID 11075314—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59611493HCID 5961149343%

Reaction Steps

To a solution of Example 203A (363 mg, 1.56 mmol) in THF (7 mL) at 0° C. was added NaH (373 mg, 9.34 mmol) and stirring was continued for 15 min. Iodomethane (0.78 mL, 12.45 mmol) was added and the solution was allowed to warm to room temperature and stirred for 18 h. Solution was quenched with H2O, diluted with EtOAc, washed with H2O, brine, dried (Na2SO4), filtered and solvent removed to give the title compound (165 mg, 0.67 mmol, 43%). MS (ESI) m/z 248 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006387B2
Source datasetuspto-grants-2015_04
ORD IDord-1b1946b820d746b78f7ee16efcda94c9
Source noteuspto-grants-2015_04