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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393296Generated: October 29, 2026

Triphenylphosphine → 1,1-Dimethylethyl n-{4-[2-(11-ethyl-6,11-dihydro-5-methyl-6-oxo-5h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-8-yl)ethoxy]-3-methylphenyl}carbamate

https://huagongshe.com/reaction/393296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant11-Ethyl-8-(2-hydroxyethyl)-5-methyl-5,11-dihydro-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-oneHCID 470717—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactanttert-butyl N-(4-hydroxy-3-methylphenyl)carbamateHCID 22648871—
SolventTetrahydrofuranHCID 8028—
Product1,1-Dimethylethyl n-{4-[2-(11-ethyl-6,11-dihydro-5-methyl-6-oxo-5h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-8-yl)ethoxy]-3-methylphenyl}carbamateHCID 2264887045.2%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of DIAD (258 μL, 1.31 mmol) in THF (4 mL) was added over 2 h to a solution of 11-ethyl-5,11-dihydro-8-(2-hydroxyethyl)-5-methyl-6H-dipyrido[3,2-b:2′,3′-e][1,4]diazepin-6-one (300 mg, 1.01 mmol), 1,1-dimethylethyl N-(4-hydroxy-3-methylphenyl)carbamate (225 mg, 1.01 mmol) and PPh3 (343 mg, 1.31 mmol) in THF (12 mL) at 25° C. The reaction mixture was stirred at 25° C. for 1 h. The mixture was concentrated under reduced pressure. The residue was purified by flash chromatography (Hexane:EtOAc, 7:3 to 1:1) to give the title compound (230 mg, 45% yield) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06806265B2
Source datasetuspto-grants-2004_10
ORD IDord-d1c1890704934844b059438578fd29da
Source noteuspto-grants-2004_10