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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216919Generated: October 26, 2026

Methyl N-(triethylammoniosulfonyl)carbamate → (S)-4'-(2-(4-(tert-Butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-2-cyanoethyl)biphenyl-4-yl methanesulfonate

https://huagongshe.com/reaction/216919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant(S)-4'-(3-Amino-2-(4-(tert-butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-3-oxopropyl)biphenyl-4-yl methanesulfonateHCID 59568621—
SolventDichloromethaneHCID 6344—
Product(S)-4'-(2-(4-(tert-Butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-2-cyanoethyl)biphenyl-4-yl methanesulfonateHCID 59568586117.9%

Reaction Steps

(S)-4′-(3-Amino-2-(4-(tert-butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-3-oxopropyl)biphenyl-4-yl methanesulfonate (Example 6, step (i), 234 mg) in dichloromethane (8 mL) was treated with Burgess' reagent (199 mg) and the mixture was stirred at room temperature for 18 h. It was partially evaporated and then purified by chromatography on silica using diethyl ether and then 1:1 ethyl acetate/isohexane as eluent to a afford the sub-titled compound as a white solid (267 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193239B2
Source datasetuspto-grants-2012_06
ORD IDord-d41edf7901e84abf88064f54e6492c69
Source noteuspto-grants-2012_06