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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490961Generated: October 30, 2026

(1R,2S)-(+)-cis-1-Amino-2-indanol → (S)-Tenatoprazole

https://huagongshe.com/reaction/490961

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1R,2S)-(+)-cis-1-Amino-2-indanolHCID 2725045—
Reactant5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]thio]-1H-imidazo[4,5b]pyridineHCID 9840489—
ReactantCumen hydroperoxideHCID 53627471—
CatalystTitanium isopropoxideHCID 11026—
SolventDimethylformamideHCID 6228—
Product(S)-TenatoprazoleHCID 11552393—

Reaction Conditions

Temperature22 °C

Reaction Steps

5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)-methyl]thio]imidazo[4,5-b]pyridine (100 mg, 0.303 mmol) is solubilised in anhydrous DMF (0.65 mL). Titanium isopropoxide (IV) (22 μl, 0.076 mmol) and (1R,2S)-(+)-1-amino-2-indanol (22.8 mg, 0.151 mmol) in anhydrous DMF are added under stirring at 22° C., followed by cumene hydroperoxide (80%, 65 μL, 0.352 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528251B2
Source datasetuspto-grants-2009_05
ORD IDord-1b119dbbb71e4537983dbfb12a1cadc0
Source noteuspto-grants-2009_05