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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242438Generated: November 3, 2026

Methyl iodide → Boc-Chg-Ome

https://huagongshe.com/reaction/2242438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantAluminumHCID 5359268—
ReactantN-(tert-Butoxycarbonyl)-L-cyclohexylglycineHCID 7004938—
CatalystHCID 178418778HCID 178418778—
SolventAcetoneHCID 180—
ProductBoc-Chg-OmeHCID 13773589100.2%

Reaction Steps

To a solution of Boc-Chg-OH (53 mg, 0.206 mmol) in acetone (3 mL) were added methyl iodide (195 μL, 3.1 mmol) and silver (I) oxide (53 mg, 0.229 mmol). The mixture was allowed to stir over night in a reaction flask that was covered with aluminium foil. Thereafter the solution was filtered through celite and evaporated. Purification by flash column chromatography (toluene/ethyl acetate 15:1) provided methyl ester 54 (56 mg, 100%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07671032B2
Source datasetuspto-grants-2010_03
ORD IDord-27393fcdb616489db3315c6d4915d2d1
Source noteuspto-grants-2010_03