Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1445976Generated: October 25, 2026

Diethylamine → (1E,4S,4aR,5R,6aS,7S,9aR)-1-[(diethylamino)methylene]-7,11-dihydroxy-4-(methoxymethyl)-4a,6a-dimethyl-2,10-dioxo-1,2,4,4a,5,6,6a,7,8,9,9a,10-dodecahydroindeno[4,5-h]isochromen-5-yl acetate

https://huagongshe.com/reaction/1445976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
Reactant17beta-Hydroxy wortmanninHCID 9867340—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product(1E,4S,4aR,5R,6aS,7S,9aR)-1-[(diethylamino)methylene]-7,11-dihydroxy-4-(methoxymethyl)-4a,6a-dimethyl-2,10-dioxo-1,2,4,4a,5,6,6a,7,8,9,9a,10-dodecahydroindeno[4,5-h]isochromen-5-yl acetateHCID 2480797877%

Reaction Steps

To a solution of 50 mg (0.116 mmol) 17-hydroxywortmannin in 1 mL CH2Cl2 is added 22.5 mL (0.217 mmol) diethylamine. The reaction mixture is stirred at room temperature for 2 hours 30 minutes and then concentrated in vacuo to give an orange paste. The residue is dissolved in ethyl actate (EtOAc) and precipitated with hexane. The precipitate is washed two times with hexane to give 45 mg (77%) product as an orange solid. HRMS (ESI) m/z calcd for C27 H37NO8 503.25206, found: 504.25747 (M+H)+1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666901B2
Source datasetuspto-grants-2010_02
ORD IDord-1d595345824e4075818254a7559eafac
Source noteuspto-grants-2010_02