Reaktion #552944

Reaktionsgleichung

methanesulfonyl chloride

3-(((1,1-dimethylethyl)dimethyl-silyl)oxymethyl)cyclobutanol

2-(2-(((1,1-Dimethylethyl)dimethylsilyl)oxy)ethyl)-3-(((1,1-dimethylethyl)dimethylsilyl)oxymethyl)cyclobutanol

Triethylamine

→

title compound

Ausbeute 89.0%

2-(2-(((1,1-Dimethylethyl)dimethylsilyl)oxy)ethyl)-3-(((1,1-dimethylethyl)dimethylsilyl)oxymethyl)-1-O-methanesulfonylcyclobutanol

Ausbeute 89.0%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenit was concentrated in vacuo
2. 2
   Sonstigethe residue was purified on a silica gel column
3. 3
   Wascheneluted with 10% ethyl acetate in hexane

Vorschrift

2-(2-((1,1-Dimethylethyl)dimethylsilyl)oxy)ethyl)-3-(((1,1-dimethylethyl)dimethyl-silyl)oxymethyl)cyclobutanol (160 mg, 0.43 mmol) from Step B was dissolved in 2 mL of methylene chloride and the resultant solution was cooled to 0° C. Triethylamine (120μL) was added, followed by 36 μL of methanesulfonyl chloride. After stirring the reaction mixture for 30 min at 0° C., it was concentrated in vacuo and the residue was purified on a silica gel column eluted with 10% ethyl acetate in hexane to give 180 mg (89% yield) of the title compound; MS DCI-NH3M/Z: 447 (M+H)+, 464 (M+NH4)+.

Quelle