• Title/Summary/Keyword: (S)-5-lodo-2-aminoindan-HCl

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Synthesis of (S)-5-iodo-2-aminoindan.HCI ((S)-5-요오드 -2-아미노인단.염산염의 합성)

  • 마은숙
    • YAKHAK HOEJI
    • /
    • v.45 no.6
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    • pp.582-587
    • /
    • 2001
  • (S)-5-iodo-2-aminoindan.HCI (7) was synthesized for developing a serotonergic agent. (S)- Phenylalanine was protected with trifuoroacetyl group and compound 2 was prepared by direct iodination in acetic acid and in the presence of I$_2$, KIO$_4$, and sulfuric acid. Compound 3 was cyclized by Friedel-Crafts reaction and reduced with NaBH$_4$ to form 5-iodo-2-(N-trifluoroacetyl)aminoindan-1-ol (4) . This compound was reduced to indan derivative 5 using the triethylsilane and BF$_3$ . Et$_2$O. It was basified with $K_2$CO$_3$ solution and treated with saturated HCl in ethyl ether to isolate compound 7.

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