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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 751645Generated: October 29, 2026

Methyl iodide → (S)-tert-Butyl 3-methoxypyrrolidine-1-carboxylate

https://huagongshe.com/reaction/751645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl (3S)-3-hydroxypyrrolidine-1-carboxylateHCID 854055—
SolventDimethylformamideHCID 6228—
Product(S)-tert-Butyl 3-methoxypyrrolidine-1-carboxylateHCID 12050278—

Reaction Steps

(S)-3-Hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (Omega Chemical Company) (950 mg, 5.55 mmol) was methylated and purified in a similar way to Preparation 67 using 60% sodium hydride dispersion (260 mg, 6.50 mmol) and methyl iodide (0.5 mL, 8.06 mmol) in DMF (15 ml). 1H NMR and Rf were identical to the (R)-enantiomer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07405210B2
Source datasetuspto-grants-2008_07
ORD IDord-4e43c030820340d792529bc2520ebfcb
Source noteuspto-grants-2008_07