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(S)-5-요오드 -2-아미노인단·염산염의 합성

Synthesis of (S)-5-iodo-2-aminoindan HCI

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(S)-5-lodo-2-aminoindan HCI (7) was synthesized for developing a serotonergic agent. (S)-Phenylalanine was protected with trifluoroacetyl group and compound 2 was prepared by direct iodination in acetic acid and in the presence of I2, KIO4, and sulfuric acid. Compound 3 was cyclized by Friedel-Crafts reaction and reduced with NaBH4 to form 5-iodo-2-(N- trifluroacetyl) aminoindan-1-ol (4) . This compound was reduced to indan derivative 5 using the triethylsilane and BF3 · Et2O. It was basified with K2CO3 solution and treated with saturated HCI in ethyl ether to isolate compound 7.

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