Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623679Generated: October 26, 2026

Water → [3-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-3H-[1,2,3]triazol-4-yl]-(4-morpholin-4-yl-benzyl)-carbamic acid t-butyl ester

https://huagongshe.com/reaction/623679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant1,5-Bis-benzyloxy-2-isopropyl-4-azido-benzeneHCID 71534202—
Reactantt-Butyl ethynyl(4-morpholinobenzyl)carbamateHCID 117677987—
SolventDimethylformamideHCID 6228—
Product[3-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-3H-[1,2,3]triazol-4-yl]-(4-morpholin-4-yl-benzyl)-carbamic acid t-butyl esterHCID 11767792256%

Reaction Steps

A solution of 1,5-bis-benzyloxy-2-isopropyl-4-azido-benzene (240 mg, 0.64 mmol) and t-butyl ethynyl(4-morpholinobenzyl)carbamate (185 mg, 0.58 mmol) in DMF (2.5 ml) was degassed at RT by means of three vacuum-nitrogen cycles before adding [Cp*RuCl]4 (32 mg, 0.029 mmol). The reaction mixture was stirred at RT until completion (i.e., monitored by TLC). AcOEt and H2O were then added. The organic phase was extracted four times with AcOEt, washed with water (three times) and brine (once) and dried over Na2SO4. The solvent was removed under reduced pressure and the reaction mixture was purified by column chromatography (PE/AcOEt:60/40). The title compound was obtained as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302998B2
Source datasetuspto-grants-2016_04
ORD IDord-ccfaa19a3e524f72bfc203cfd5ab7acb
Source noteuspto-grants-2016_04