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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216938Generated: October 26, 2026

Methyl N-(triethylammoniosulfonyl)carbamate → (S)-tert-Butyl 4-(1-cyano-2-(4-iodophenyl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate

https://huagongshe.com/reaction/216938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant(S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamateHCID 59568595—
SolventDichloromethaneHCID 6344—
Product(S)-tert-Butyl 4-(1-cyano-2-(4-iodophenyl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamateHCID 5956861468.3%

Reaction Steps

(S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 1, step (iii), 0.610 g) in dichloromethane (15 mL) was treated with Burgess' reagent (0.365 g) and the mixture was stirred at room temperature for 2 days. The reaction mixture was absorbed onto silica and purified by chromatography on silica eluting with 25% ethyl acetate in isohexane, then 50% ethyl acetate in isohexane to afford the sub-titled compounds (0.402 g) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193239B2
Source datasetuspto-grants-2012_06
ORD IDord-54938e7cd33f4172bf62d7878d53d41e
Source noteuspto-grants-2012_06