l-Fucose from Vitamin C with Only Acetonide Protection
摘要:
Addition of human milk oligosaccharides (HMO) to baby foods may protect infants from disease. As many simple HMOs are fucosylated this is likely to increase the demand for L-fucose as a synthetic building block. Any chemical synthesis must be cheap to compete with a biotechnological process. Acetonide is the only protecting group we have used in this new synthesis of L-fucose from vitamin C in 27% overall yield (purification by recrystallization; no chromatography required in the entire sequence).
<scp>l</scp>-Fucose from Vitamin C with Only Acetonide Protection
作者:Zilei Liu、Akihide Yoshihara、Mark R. Wormald、Sarah F. Jenkinson、Vicky Gibson、Ken Izumori、George W. J. Fleet
DOI:10.1021/ol502733x
日期:2014.11.7
Addition of human milk oligosaccharides (HMO) to baby foods may protect infants from disease. As many simple HMOs are fucosylated this is likely to increase the demand for L-fucose as a synthetic building block. Any chemical synthesis must be cheap to compete with a biotechnological process. Acetonide is the only protecting group we have used in this new synthesis of L-fucose from vitamin C in 27% overall yield (purification by recrystallization; no chromatography required in the entire sequence).
Votocek, Collection of Czechoslovak Chemical Communications, 1938, vol. 10, p. 273,276