Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403467Generated: October 25, 2026

Cyclopentanol → [4-(5-Cyclopentyloxy-7-propoxy-oxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethyl-phenoxy]-acetic acid tert-butyl ester

https://huagongshe.com/reaction/403467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentanolHCID 7298—
Reactanttert-Butylimino-tri(pyrrolidino)phosphoraneHCID 3856267—
ReactantTert-butyl [4-(5-methanesulfonyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetateHCID 86679896—
Product[4-(5-Cyclopentyloxy-7-propoxy-oxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethyl-phenoxy]-acetic acid tert-butyl esterHCID 8667989827.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 98 mg of [4-(5-methanesulfonyl-7-propoxy-oxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethyl-phenoxy]-acetic acid tert-butyl ester, 19 mg of cyclopentanol and 69 mg of (tert-butylimino)tris(pyrrolidino)phosphorane was reacted at room temperature for 16 h and subsequently heated in a microwave reactor to 100° C. for 10 min. The mixture was poured onto water and extracted twice with ethyl acetate. The combined organic layers were washed with a 10% aqueous solution of citric acid and brine, dried and evaporated. After purification by preparative HPLC, 27 mg of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748436B2
Source datasetuspto-grants-2014_06
ORD IDord-31c921d7ce224a1fae567d02eb829044
Source noteuspto-grants-2014_06