Phosphorylated sugars. XIV. Synthesis of D-glycero-L-manno-heptose 7-(dihydrogen phosphate).
Phosphorylated sugars. XIV. Synthesis of D-glycero-L-manno-heptose 7-(dihydrogen phosphate).
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磷酸化糖。
DOI：
10.1039/p19740000920
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发表时间：
1974
期刊：
影响因子：
--
通讯作者：
P. Szabó
中科院分区：
文献类型：
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作者：
P. Szabó
1,2,3,4,6-五-邻苯甲酰-7- o-三烷基-β- d -甘油- l-甘露-庚糖与氢溴酸在乙酸中脱三烷基化，然后磷酸化并去除保护基团，得到d -甘油- l-甘露-庚糖7-磷酸。从1,2,3,4,6-五- o-乙酰-7- o-三烷基- d-甘油- l-甘露-庚糖开始的类似反应序列得到相同的磷酸，表明该庚糖衍生物的去三烷基化不伴随着酸催化的乙酰迁移，这与先前在1,2,3,4,6-五- o-乙酰-7- o-三烷基- d-甘油- d-半乳糖-庚糖的去三烷基化中观察到的情况类似。
Detritylation of 1,2,3,4,6-penta-O-benzoyl-7-O-trityl-β-D-glycero-L-manno-heptose with hydrobromic acid in acetic acid, followed by phosphorylation and removal of the protecting groups, affords D-glycero-L-manno-heptose 7-phosphate. A similar sequence of reactions starting with 1,2,3,4,6-penta-O-acetyl-7-O-trityl-D-glycero-L-manno-heptose gave the same phosphate, showing that detritylation of this heptose derivative is not accompanied by an acid-catalysed acetyl migration similar to that observed previously in detritylation of 1,2,3,4,6-penta-O-acetyl-7-O-trityl-D-glycero-D-galacto-heptose.