Asymmetric synthesis of methyl 6-deoxy-3-O-methyl-alpha-L-mannopyranoside from a non-carbohydrate precursor.
A novel method is reported for preparing methyl 6-deoxy-3-O-methyl-alpha-L-mannopyranoside (1) by asymmetric synthesis, using 2-acetylfuran (2), a non-chiral simple molecule, as the starting material and achieving high yields via (S)-1-(2-furyl)ethanol and (S)-1-(2,5-dihydro-2,5-dimethoxy-2-furyl)ethanol.
Du
Wenting
W
ZJU-ENS Joint Laboratory of Medicinal Chemistry, School of Pharmaceutical Sciences, Zhejiang University, Hubin campus, Hangzhou 310031, China.
Hu
Yongzhou
Y
D002236:Carbohydrate Conformation; D002241:Carbohydrates / Q000737:chemistry; D008766:Methylmannosides / Q000138:chemical synthesis* / Q000737:chemistry
D002241:Carbohydrates; D008766:Methylmannosides; C059670:methyl 6-deoxy-3-methylmannopyranoside