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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2355435Generated: October 31, 2026

Triacetoxyperiodinane → HCID 67189447, compound

https://huagongshe.com/reaction/2355435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantHCID 67191992HCID 67191992—
Solvent1,2-DichloroethaneHCID 11—
SolventDiethyl EtherHCID 3283—
ProductHCID 67189447HCID 6718944798.1%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of (1R,2R)-2-(t-butoxycarbonylamino)-1-cyclohexyl-3-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)propan-1-ol (0.76 g, 1.76 mmol) in 1,2-dichloroethane (4 mL) was added Dess-Martin periodinane (1.05 g, 2.29 mmol), and the resulting mixture was heated in a CEM microwave reactor at 70° C. for 3 min. Completion of reaction was confirmed by TLC. The mixture was diluted with ether (20 mL), washed with 1 N aq NaOH (2×10 mL) and brine, dried over Na2SO4, and concentrated to give crude (R)-2-(t-butoxycarbonylamino)-1-cyclohexyl-3-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)propan-1-one (0.74 g), which was used without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07754737B2
Source datasetuspto-grants-2010_07
ORD IDord-7877f07191b0469aaba6d96d04bd95f8
Source noteuspto-grants-2010_07