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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477912Generated: October 31, 2026

Triacetoxyperiodinane → tert-butyl 3-(4-(tert-butoxycarbonylamino)-1H-indol-1-yl)-3-(4-chlorophenyl)-4-oxobutanoate

https://huagongshe.com/reaction/1477912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
Reactanttert-Butyl 3-(4-(tert-butoxycarbonylamino)-1H-indol-1-yl)-3-(4-chlorophenyl)-4-hydroxybutanoateHCID 86705056—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Producttert-butyl 3-(4-(tert-butoxycarbonylamino)-1H-indol-1-yl)-3-(4-chlorophenyl)-4-oxobutanoateHCID 86705057—

Reaction Steps

To a solution of the product of Step C (1.2 g, 2.4 mmol) in DCM (10 mL) was added Dess-Martin periodinane (2.03 g, 4.8 mmol) in portion at room temperature. After stirring for 0.5 h, the mixture was diluted with water (15 mL), extracted with ethyl acetate. The organic layers were washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated. The residue was purified by silica gel chromatography (EA/PE=1:8) to afford the title compound. LC/MS m/z=499.2[M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403807B2
Source datasetuspto-grants-2016_08
ORD IDord-d4877527bb654a22922ed507af39d7d3
Source noteuspto-grants-2016_08