Reaktion #8945

Reaktionsgleichung

benzyl 3-chlorosulfonyl-2(R)-methylpropionate

N-Boc-piperazine

NEt3

→

product

Ausbeute 90.0%

Benzyl 3-(4-tert-butoxycarbonyl piperizin-1-ylsulfonyl)-2(R)-methylpropionate

Ausbeute 90.0%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA 100 mL round bottom flask equipped with magnetic stirring bar and N2 inlet
2. 2
   Einengenconcentrated in vacuo
3. 3
   WaschenThe combined organics were washed with 5% aqueous
4. 4
   Einengencitric acid, saturated aqueous sodium bicarbonate, brine, and concentrated in vacuo
5. 5
   Sonstigeto yield a yellow liquid
6. 6
   SonstigePurification via flash chromatography on silica gel (30% ethyl acetate/hexane)

Vorschrift

A 100 mL round bottom flask equipped with magnetic stirring bar and N2 inlet was charged with 5.2 g benzyl 3-chlorosulfonyl-2(R)-methylpropionate in 50 mL CH2Cl2. The flask was cooled to 0° C. and charged with 3.5 g N-Boc-piperazine and 2.9 mL (1.1 eq.) NEt3. The reaction was stirred 30 minutes at 0° C., concentrated in vacuo and partitionned between ethyl acetate/water. The combined organics were washed with 5% aqueous. citric acid, saturated aqueous sodium bicarbonate, brine, and concentrated in vacuo to yield a yellow liquid. Purification via flash chromatography on silica gel (30% ethyl acetate/hexane) yielded 7.2 g (90%) product as a clear oil.

Quelle