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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634455Generated: October 30, 2026

Water → tert-Butyl (1-oxo-4-phenyl-1H-isochromen-3-yl)methyl(9-trityl-9H-purin-6-yl)carbamate

https://huagongshe.com/reaction/634455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactanttert-butyl N-(9-tritylpurin-6-yl)carbamateHCID 70974658—
Reactant3-(Bromomethyl)-4-phenyl-1H-isochromen-1-oneHCID 118131189—
SolventDimethylformamideHCID 6228—
Producttert-Butyl (1-oxo-4-phenyl-1H-isochromen-3-yl)methyl(9-trityl-9H-purin-6-yl)carbamateHCID 118150091—

Reaction Steps

tert-Butyl 9-trityl-9H-purin-6-ylcarbamate (63.6 mg, 0.133 mmol) in DMF (0.1 ml) was added to a suspension of 50% dispersion in mineral oil NaH (5.33 mg, 0.133 mmol) in DMF (0.1 ml) at 0° C. 3-(bromomethyl)-4-phenyl-1H-isochromen-1-one (intermediate C1, 35 mg, 0.111 mmol) in DMF (0.2 ml) was added and the resulting mixture was allowed to warm to RT. The reaction mixture was then poured into water and extracted with EtOAc. The collected organic phases were dried and concentrated under reduced pressure and the resulting crude (80 mg) was used in the next step without any further purification and characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-d27f4207b4b54cc99b766ddbb4242376
Source noteuspto-grants-2016_04