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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1934683Generated: October 31, 2026

Methyl iodide → (S)-Methyl 2-N-Cbz-3-N-Boc-propanoate

https://huagongshe.com/reaction/1934683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantL-N-Cbz-3-N-Boc-Amino-alanineHCID 2756240—
SolventDimethylformamideHCID 6228—
Product(S)-Methyl 2-N-Cbz-3-N-Boc-propanoateHCID 10831821104.7%

Reaction Steps

Iodomethane (554 mg) was added to a suspension of (S)-2-(benzyloxycarbonylamino)-3-(tert-butoxycarbonylamino)propionoic acid (1.1 g) and potassium carbonate (539 mg) in N,N-dimethylformamide (7 mL). The mixture was stirred for 2 hours at ambient temperature and partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over magnesium sulfate and concentrated in vacuo to give methyl (S)-2-(benzyloxycarbonylamino)-3-(tert-butoxycarbonylamino)propionate (1.2 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384080B1
Source datasetuspto-grants-2002_05
ORD IDord-147f9dac545f4dd5b5e126346e0bc979
Source noteuspto-grants-2002_05