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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524364Generated: October 29, 2026

Triacetoxyperiodinane → (R)-Methyl 5-(3-(3-formyl-1,1-dioxidoisothiazolidin-2-yl)propyl)thio-phene-2-carboxylate

https://huagongshe.com/reaction/524364

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
Reactant(R)-Methyl 5-(3-(3-(hydroxymethyl)-1,1-dioxidoisothiazolidin-2-yl)-propyl)-thiophene-2-carboxylateHCID 118688790—
SolventDichloromethaneHCID 6344—
Product(R)-Methyl 5-(3-(3-formyl-1,1-dioxidoisothiazolidin-2-yl)propyl)thio-phene-2-carboxylateHCID 11868878750%

Reaction Steps

1,1,1-Tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3-(1H)-one (476 mg, 1.00 mmol) was added to a solution of the alcohol 10 (312 mg, 0.94 mmol) in CH2Cl2 (3.0 mL) at 23° C. The reaction was stirred for 16 h, filtered through celite and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, 10% EtOAc/hex) afforded 155 mg (50%) of aldehyde 11.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340534B2
Source datasetuspto-grants-2016_05
ORD IDord-d1f70f9b52bd410abe201c7b0aff4205
Source noteuspto-grants-2016_05