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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603424Generated: October 31, 2026

3-Bromooxan-2-one → ethyl((1S)-5-{3-[4-(6,7-dihydro-5h-pyrano[2,3-d][1,3]thiazol-2-yl)-2-propylphenoxy]propoxy}-2,3-dihydro-1h-inden-1-yl)acetate

https://huagongshe.com/reaction/603424

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromooxan-2-oneHCID 11062972—
Reactantethyl ((1S)-5-{3-[4-(aminocarbonothioyl)-2-propylphenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetateHCID 16110446—
SolventEthanolHCID 702—
Productethyl((1S)-5-{3-[4-(6,7-dihydro-5h-pyrano[2,3-d][1,3]thiazol-2-yl)-2-propylphenoxy]propoxy}-2,3-dihydro-1h-inden-1-yl)acetateHCID 1611046529%

Reaction Steps

A solution of ethyl ((1S)-5-{3-[4-(aminocarbonothioyl)-2-propylphenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate (0.5 g, 1.1 mmol) (Example 144) and 3-bromotetrahydro-2H-pyran-2-one (1.2 g, 6.6 mmol) (Example 151) in EtOH (anhydrous, 15 mL) was heated at 70° C. for 18 h. The reaction mixture was cooled to rt, and concentrated under reduced pressure. Purification by silica gel flash chromatography (EtOAc/hexane (v/v)=1:2) gave 0.17 g (29%) of the title compound as a light yellow oil. LC-MS: RT=4.52 min, (M+H)+:536.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906653B2
Source datasetuspto-grants-2011_03
ORD IDord-a1e49bcc1e2e478d91f501bca7fb6b8a
Source noteuspto-grants-2011_03