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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216912Generated: November 1, 2026

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

https://huagongshe.com/reaction/216912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant(S)-tert-Butyl 4-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamateHCID 59568597—
SolventDichloromethaneHCID 6344—
Product(S)-tert-Butyl 4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamateHCID 5956855662.3%

Reaction Steps

(S)-tert-Butyl 4-(1-amino-3-(4′-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 3, step (iv), 0.70 g) in dichloromethane (15 mL) was treated with Burgess' reagent (0.356 g) and the mixture was stirred at room temperature for 6 h. Additional Burgess' reagent (0.15 g) was added and the reaction was stirred overnight. The mixture was absorbed onto silica and purified by chromatography on silica eluting with 33% ethyl acetate in isohexane and then 100% ethyl acetate to afford the sub-titled compound as a solid (0.420 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193239B2
Source datasetuspto-grants-2012_06
ORD IDord-1cc20313a10549d48e76ba2b7f716b52
Source noteuspto-grants-2012_06