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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1353576Generated: October 30, 2026

Trimethylsilyl iodide → 2-Amino-3-(6-benzyloxy-pyridin-3-yl)-propionic acid methyl ester

https://huagongshe.com/reaction/1353576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl iodideHCID 85247—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Benzyloxycarbonylamino-3-(6-benzyloxy-pyridin-3-yl)-propionic acid methyl esterHCID 58864496—
SolventDichloromethaneHCID 6344—
Product2-Amino-3-(6-benzyloxy-pyridin-3-yl)-propionic acid methyl esterHCID 58864286—

Reaction Steps

To a stirred solution of 2-benzyloxycarbonylamino-3-(6-benzyloxy-pyridin-3-yl)-propionic acid methyl ester (130 mg, 0.31 mmol) in methylene chloride (5 mL, 0° C.) was added trimethylsilyl iodide (44 μL, 1.0 equiv). The ice bath was removed and stirring continued for 1 h. Reaction was poured into saturated sodium bicarbonate, extracted with ethyl acetate (3×), washed with brine, dried over magnesium sulfate, and concentrated to give 81 mg (91%) which was used without purification. Mass spec.: 287.37 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07220862B2
Source datasetuspto-grants-2007_05
ORD IDord-0921f56ec06d456a962c50954f33e3e1
Source noteuspto-grants-2007_05