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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1014820Generated: October 31, 2026

Phosphate → 3-({2-[(6-{[(2R)-2-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]ethoxy}methyl)-N,N-bis{[2-(trimethylsilyl)ethoxy]methyl}benzenesulfonamide

https://huagongshe.com/reaction/1014820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
ReactantPotassium trimethylsilanolateHCID 23668039—
Reactant3-{[2-({6-[(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]hexyl}oxy)ethoxy]methyl}-N,N-bis{[2-(trimethylsilyl)ethoxy]methyl}benzenesulfonamideHCID 46833990—
SolventTetrahydrofuranHCID 8028—
Product3-({2-[(6-{[(2R)-2-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-hydroxyethyl]amino}hexyl)oxy]ethoxy}methyl)-N,N-bis{[2-(trimethylsilyl)ethoxy]methyl}benzenesulfonamideHCID 46834541206.5%

Reaction Steps

A solution of 3-{[2-({6-[(5R)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]hexyl}oxy)ethoxy]methyl}-N,N-bis{[2-(trimethylsilyl)ethoxy]methyl}benzenesulfonamide (200 mg) in THF (10 ml) under nitrogen was treated with potassium trimethylsilanolate (125 mg) and the mixture heated to 70° for 5 h. The mixture was cooled to 20° and phosphate buffer solution (25 ml, pH6.5) was added. The mixture was extracted with EtOAc, the extract dried (Na2SO4) and the solvent evaporated in vacuo to give the title compound (400 mg). LCMS RT=3.6 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07982067B2
Source datasetuspto-grants-2011_07
ORD IDord-1d2924b5a6294975bde600ffc9bfcaff
Source noteuspto-grants-2011_07