تفاعل #331790

معادلة التفاعل

aniline

Phenyl N′-cyano-N-(7-(t-butoxycarbonylamino)-6,7,8,9-tetrahydro-5H-benzo[7]annulene-2-yl)carbamimidate

→

phenyl (7 S)—N′-cyano-N-(7-amino-6,7,8,9-tetrahydro-5H-benzo[7]annulene-2-yl)carbamimidate

المذيبات

isopropanol

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe solid was filtered
2. 2
   غسيلwashed with isopropanol and ether
3. 3
   أخرىdried

الإجراء التجريبي

The single enantiomer was then BOC-protected, the nitro group reduced by treatment with H2/Pd and the primary aniline treated with diphenyl cyanocarboimidate (slight excess) in 20 mL of isopropanol with stirring at ambient temperature overnight. The solid was filtered, washed with isopropanol and ether and dried to give phenyl (7 S)—N′-cyano-N-(7-amino-6,7,8,9-tetrahydro-5H-benzo[7]annulene-2-yl)carbamimidate, as a white solid in high yield (from the single enantiomer via transamination).

المصدر