Construction of a 2,6-difunctionalized 2-methyl-2H-1-benzopyran library by using a solid-phase synthesis protocol.
[reaction: see text] A library containing 1200 analogues of 2,6-difunctionalized 2-methyl-2H-1-benzopyran was constructed by using a solid-phase synthesis protocol. Polymer-bound 6-amido-, 6-sulfonamido-, and 6-uredo-functionalized 2-hydroxymethyl-2-methylbenzopyrans 10 were prepared as part of a first-generation diversification step by employing reactions of respective acid halides, sulfonyl chlorides, and isocyanates with the amine precursor 7. Transformations of the resin-bound intermediates 10 by reactions with alkyl and acid halides were then used to produce a diverse series of 2,6-difunctionalized 2-methyl-2H-1-benzopyran analogues 12 and 14.
Hwang
Jong Yeon
JY
Medicinal Science Division, Korea Research Institute of Chemical Technology, P.O. Box 107, Yusung-gu, Daejeon 305-600, Korea.
Choi
Hyung-Sub
HS
Seo
Jin-soo
JS
La
Hyun Ju
HJ
Kim
Dong-Soo
DS
Jeon
Hyun Suk
HS
Jeon
Moon-Kook
MK
Lee
Duck-Hyung
DH
Gong
Young-Dae
YD
D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
C511507:2-methyl-2H-1-benzopyran; D001578:Benzopyrans