Synthesis of 5-epi-trehazolin (trehalostatin).
Synthesis of 5-epi-trehazolin (trehalostatin) (2) was accomplished via the crucial intermediate, epoxide (6 alpha), from D-glucose. The stereochemistry of epoxide (6 alpha) and its isomer (6 beta) which were obtained from Sharpless epoxidation, was determined by comparison between the NMR relaxation times of relevant protons.
Kobayashi
Y
Y
Exploratory Chemistry Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan.
Miyazaki
H
H
Shiozaki
M
M
Haruyama
H
H
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism; D014198:Trehalase / Q000037:antagonists & inhibitors
D000900:Anti-Bacterial Agents; D004187:Disaccharides; C071816:trehazolin; D014198:Trehalase