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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1020113Generated: October 29, 2026

Ethyl Acetate → Tert-butyl 2-(4-(hydroxymethyl)phenyl)-3-(isoquinolin-6-ylamino)-3-oxopropyl(methyl)carbamate

https://huagongshe.com/reaction/1020113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantTert-butyl 3-(isoquinolin-6-ylamino)-3-oxo-2-(4-((triisopropylsilyloxy)methyl)phenyl)propyl(methyl)carbamateHCID 59563752—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl 2-(4-(hydroxymethyl)phenyl)-3-(isoquinolin-6-ylamino)-3-oxopropyl(methyl)carbamateHCID 59563700—

Reaction Conditions

Temperature0 °C

Reaction Steps

To tert-butyl 3-(isoquinolin-6-ylamino)-3-oxo-2-(4-((triisopropylsilyloxy)methyl)phenyl)propyl(methyl)carbamate (E205) in THF under N2 at 0° C. was added TBAF, and the solution was stirred for 30 min at 0° C. The reaction was warmed to room temperature and stirred another 4.5 h. The compound was poured into EtOAc and washed with NH4Cl(sat), dried (MgSO4), filtered, and evaporated. Column chromatography (SiO2, 0-20% MeOH/CH2Cl2 gradient) gave pure tert-butyl 2-(4-(hydroxymethyl)phenyl)-3-(isoquinolin-6-ylamino)-3-oxopropyl(methyl)carbamate (E205-1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716310B2
Source datasetuspto-grants-2014_05
ORD IDord-7b37630b1bfb4d18a2f43380fea5028b
Source noteuspto-grants-2014_05