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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216957Generated: October 27, 2026

Methyl N-(triethylammoniosulfonyl)carbamate → (S)-tert-Butyl 4-(1-cyano-2-(3'-(methylsulfonyl)biphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate

https://huagongshe.com/reaction/216957

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant(S)-tert-Butyl 4-(1-amino-3-(3'-(methylsulfonyl)biphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamateHCID 59568587—
SolventDichloromethaneHCID 6344—
Product(S)-tert-Butyl 4-(1-cyano-2-(3'-(methylsulfonyl)biphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamateHCID 5956856574.3%

Reaction Steps

(S)-tert-Butyl 4-(1-amino-3-(3′-(methylsulfonyl)biphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 23, step (i), 320 mg) in dichloromethane (8 mL) was treated with Burgess' reagent (280 mg) and the mixture was stirred at room temperature for 18 h. The solvent was partially evaporated and the mixture was purified by chromatography on silica eluting with 1:1 ethyl acetate/isohexane as eluent to afford the sub-titled compound (230 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193239B2
Source datasetuspto-grants-2012_06
ORD IDord-8a13e11c01aa46c595a6a49126ad0636
Source noteuspto-grants-2012_06