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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1254248Generated: October 26, 2026

Triacetoxyperiodinane → (S)-Tert-butyl 1-cyclohexyl-3-oxopropan-2-ylcarbamate

https://huagongshe.com/reaction/1254248

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
Reactant(S)-(-)-2-(tert-Butoxycarbonylamino)-3-cyclohexyl-1-propanolHCID 11043405—
Solvent1,2-DichloroethaneHCID 11—
SolventDiethyl EtherHCID 3283—
Product(S)-Tert-butyl 1-cyclohexyl-3-oxopropan-2-ylcarbamateHCID 10848617—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of tert-butyl (S)-3-cyclohexyl-1-hydroxypropan-2-ylcarbamate (0.23 g, 0.9 mmol) in 1,2-dichloroethane (5 mL), was added Dess-Martin periodinane (0.49 g, 1.34 mmol). The resulting mixture was heated in a CEM microwave synthesizer at 70° C. for 3 min, diluted with ether (100 mL), and washed with 1 N NaOH (2×10 mL). The ether layer was dried over Na2SO4, and the solvent was removed in vacuo to give (S)-tert-butyl 1-cyclohexyl-3-oxopropan-2-ylcarbamate as an oil. MS ESI +ve m/z 256 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455521B2
Source datasetuspto-grants-2013_06
ORD IDord-923fec68e7d748cc9140ba31772c5118
Source noteuspto-grants-2013_06