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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620049Generated: October 29, 2026

Triacetoxyperiodinane → Cbz-D-Phenylalaninal

https://huagongshe.com/reaction/1620049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantBenzyl hydrogen (1-hydroxy-3-phenylpropan-2-yl)carbonimidateHCID 736170—
SolventDichloromethaneHCID 6344—
ProductCbz-D-PhenylalaninalHCID 1077933288.4%

Reaction Steps

Dess-Martin periodinane (849 mg) was added to a dichloromethane (20 ml) solution containing benzyl((2R)-1-hydroxy-3-phenylpropan-2-yl)carbamate (571 mg), followed by stirring at room temperature for 3 hours and 30 minutes. Insoluble matter was removed by filtration, and the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel chromatography (hexane:ethyl acetate=10:1 to 2:1), and a white solid of benzyl((2R)-1-oxo-3-phenylpropan-2-yl)carbamate (501 mg) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772320B2
Source datasetuspto-grants-2014_07
ORD IDord-61770437fb9e4e45b4cfa61bd49f2103
Source noteuspto-grants-2014_07