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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088152Generated: November 1, 2026

Triacetoxyperiodinane → HCID 86586684, compound

https://huagongshe.com/reaction/2088152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium BisulfiteHCID 23665763—
ReactantHCID 86586671HCID 86586671—
SolventDichloromethaneHCID 6344—
ProductHCID 86586684HCID 86586684108.4%

Reaction Steps

(1R*,2R*,5S*,6R*)-2-{[3,5-Bis(trifluoromethyl)phenyl]methoxy}-6-hydroxymethyl-1-phenyl-8-azabicyclo[3.2.1]octane (Example 29; 1.38 g, 2.5 mmol) in dichloromethane (6 ml) at room temperature was treated with Dess-Martin periodinane (1.07 g, 2.5 mmol) and stirred for 1 hour. The mixture was treated with 5% sodium hydrogen sulfite (50 ml) and saturated sodium hydrogen carbonate (30 ml) and stirred for 5 minutes. The organics were collected, washed with brine, dried (MgSO4) and concentrated in vacuo to afford the title compound as a yellow foam (1.24 g, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06727249B2
Source datasetuspto-grants-2004_04
ORD IDord-0dba7625b00d429599b6a5ae41627c77
Source noteuspto-grants-2004_04