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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444787Generated: October 26, 2026

Methanol → HCID 22672509, compound

https://huagongshe.com/reaction/1444787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
Reactant2-Cyanoethyl N,N-diisopropylchlorophosphoramiditeHCID 2734844—
Reactant4-{[N-(6-Hydroxyhexyl)carbamoyl]methyl}-2-oxo-2H-chromen-7-yl 2,2-dimethylpropanoateHCID 22672512—
SolventDichloromethaneHCID 6344—
ProductHCID 22672509HCID 2267250965.2%

Reaction Steps

To a solution of 33a (0.6 g, 1.5 mmol) in 10 mL of anhydrous CH2Cl2 was added triethylamine (0.4 mL) followed by 2-cyanoethyl diisopropylchlorophosphoramidite (0.35 mL, 1.6 mmol). The solution was kept at room temperature for 1 h and treated with 0.1 mL of MeOH. The solvent was evaporated and the residue was partitioned between ethyl acetate and saturated NaHCO3. The organic phase was washed with saturated NaCl, dried over Na2SO4 and concentrated. The crude product was chromatographed on silica eluting with 5% triethylamine in ethyl acetate. Concentration of the pure product fractions and drying under vacuum afforded 0.59 g (65%) of 34a as a colorless, viscous oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662942B2
Source datasetuspto-grants-2010_02
ORD IDord-08b9c3626e8a4a34bd708677abd2be03
Source noteuspto-grants-2010_02