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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 970303Generated: October 26, 2026

Triethylamine → 2,3,4,6-Tetra-o-acetyl-n-[({2-(r/s)-[(tert-butoxycarbonyl)amino]-dodecyl}amino)-carbonothioyl]-beta-d-glucopyranosylamine

https://huagongshe.com/reaction/970303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,3,4,6-Tetra-O-acetylglucopyranosylisothiocyanateHCID 99462—
Reactantt-butyl N-(1-aminododecan-2-yl) carbamateHCID 87843007—
SolventDichloromethaneHCID 6344—
Product2,3,4,6-Tetra-o-acetyl-n-[({2-(r/s)-[(tert-butoxycarbonyl)amino]-dodecyl}amino)-carbonothioyl]-beta-d-glucopyranosylamineHCID 8784296798.7%

Reaction Steps

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate 37 (25.0 mg, 0.0617 mmol), tert-butyl N-[1-(R/S)-(aminomethyl)-undecyl]carbamate (27.8 mg, 0.0927 mmol) and triethylamine (12.5 mg, 0.0124 mmol) were dissolved in abs. CH2Cl2 (5 ml) and stirred at room temperature for 1 hour. Following evaporation, the residue was purified by column chromatography to give 65 (42.0 mg, 94%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312194B2
Source datasetuspto-grants-2007_12
ORD IDord-4e89b05a51ef4760917d6a4937acadfe
Source noteuspto-grants-2007_12