441351-63-9Relevant academic research and scientific papers
Highly chemoselective Pummerer reactions of sulfinyldiacetic acid derivative
Nagao, Yoshimitsu,Miyamoto, Satoshi,Hayashi, Kazuhiko,Mihira, Ado,Sano, Shigeki
, p. 1519 - 1522 (2007/10/03)
Sulfinyldiacetic acid amide ester rac-1 was efficiently synthesized starting from thiodiacetic acid 4. Treatment of rac-1 with Ac2O and TMSOTf in CH2Cl2 at -40°C gave chemoselectively amide site α-acetoxy sulfide rac-2 in a ratio (91:9) of rac-2 and rac-3 and in a 90% total yield. Similar treatment of 1 with Ac2O and TMSOTf in DMF at room temperature furnished ester site α-acetoxy sulfide rac-3 in a highly chemoselective manner (rac-2:rac-3=3:97) and in a 92% total yield.
