Total synthesis of gymnorrhizol, an unprecedented 15-membered macrocyclic polydisulfide from the Chinese mangrove Bruguiera gymnorrhiza.
[reaction: see text] The total synthesis of gymnorrhizol, a naturally occurring macrocyclic polydisulfide with a new skeleton and a potent proteintyrosinephosphatase 1B inhibitor, was prepared in three steps, starting from (R)-1-bromo-3-chloroisopropanol and 1,3-dichloropropan-2-ol.
Gong
Jing-Xu
JX
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China.
Shen
Xu
X
Yao
Li-Gong
LG
Jiang
Hualiang
H
Krohn
Karsten
K
Guo
Yue-Wei
YW
D004220:Disulfides / Q000138:chemical synthesis / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D043982:Rhizophoraceae / Q000737:chemistry*
D004220:Disulfides; D047028:Macrocyclic Compounds; C520145:gymnorrhizol