Synthesis of raphanuside, an unusual oxathiane-fused thioglucoside isolated from the seeds of Raphanus sativus L.
Raphanuside (1), an unusual oxathiane-fused thioglycoside isolated from the seeds of Raphanus sativus L., was synthesized via 10 steps and in 11% overall yield.
Yang
Fei
F
State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
Lian
Gaoyan
G
Yu
Biao
B
D003500:Cyclization; D006573:Heterocyclic Compounds, 1-Ring / Q000737:chemistry*; D011748:Pyrogallol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification; D031224:Raphanus / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry*; D013863:Thioglucosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification*
D006573:Heterocyclic Compounds, 1-Ring; D013863:Thioglucosides; C517814:oxathiane; C548341:raphanuside; D011748:Pyrogallol