CAS: 67817-30-5; 1,3,4,6-Tetra-O-Acetyl-2-Azido-2-Deoxy-α-D-Galactopyranose

相似化合物

68733-20-0 56883-33-1 68733-19-7

上下游产品

CAS号108-24-7 乙酸酐 | CAS号68733-26-6 2-叠氮-2-脱氧-D-吡喃半乳糖 | CAS号68733-06-2 3,4,6-tri-O-ace... | CAS号1772-03-8 D-氨基半乳糖盐酸盐 | CAS号4098-06-0 三乙酰半乳糖烯 | CAS号127-09-3 乙酸钠 | CAS号196398-25-1 3,4,6-Tri-O-ace... | CAS号84278-00-2 2-叠氮-2-脱氧-1,3,4...

📜2-叠氮-D-半乳糖四乙酸酯 反应生成 1,3,4,6-O-四乙酰基-2-叠氮-2-脱氧-Alpha-D-吡喃半乳糖苷
参考文献:将卤代叠氮化物添加到缩醛中
标题:将卤代叠氮化物添加到缩醛中
摘要:摘要紫外光下向3,4,6-三-O-乙酰基-1,5-脱水-2-脱氧-D-Lyxo-(1)和-D-阿拉伯-Hex-1-烯醇(2)中添加氯叠氮化物辐射进行区域选择性和立体选择性,分别主要产生2-叠氮基-2-脱氧-D-吡喃半乳糖和-D-吡喃葡萄糖的o-乙酰基衍生物.3,4,6-三-O-乙酰基-2-氯-2-脱氧-α-D-吡喃半乳糖基叠氮化物和3,4,6-三-O-乙酰基-2-叠氮基-2-脱氧-α-D-Talopyranose(来自1)和1,3,4,6-四-O-乙酰基-2-氯-2-脱氧-α-D-吡喃葡萄糖基叠氮化物和1,3,4,6-四-O-乙酰基-2-叠氮基-2-脱氧-α-D-甘露吡喃糖(来自2)是副产物.1,5-脱水-3,4,6-三-O-苄基-2-脱氧-D-Lyxo-和-D-阿拉伯糖-Hex-1-烯醇与氯叠氮化物反应更快,在辐射下得到衍生物分别为2-叠氮基-2-脱氧-D-半乳糖和-D-葡萄糖.然而,
DOI:10.1016/s0008-6215(00)87138-4

专利信息

专利号:US-4362720-A
优先权日:1977-04-14
标题:Synthesis of 2-amino-2-deoxyglycoses and 2-amino-2-deoxyglycosides from glycals
发明人：LEMIEUX RAYMOND U; RATCLIFFE R MURRAY
权利人:CHEMBIOMED LTD
摘要:O-acetylated glycals react with ceric ammonium nitrate in the presence of sodium azide to provide, in good yield, O-acetylated 2-azido-2-deoxy glycosyl nitrates. These nitrates can be used to prepare 2-amino-2-deoxy sugars, such as D-galactosamine and lactosamine. The O-acetylated 2-azido-2-deoxy glycosyl nitrates can alternately be converted to O-acetylated 2-azido-2-deoxy glycosyl halides which are useful in the preparation of O-acetylated 2-azido-2-deoxy glycosides, which in turn can be reduced to 2-amino-2-deoxy glycosides. Of particular interest are the syntheses of 2-amino-2-deoxy glycosides which correspond to the terminal units of the antigenic determinant for the human A blood group. Attachment of these glycosides to a solid support provides immunoabsorbents which efficiently and preferentially absorb anti-A antibodies from blood plasma.

专利号:US-4308376-A
优先权日:1977-04-14
标 题 :Synthesis of 2-amino-2-deoxyglycoses and 2-amino-2-deoxyglycosides from glycals
发明人：LEMIEUX RAYMOND U; RATCLIFFE R MURRAY
权利人:CHEMBIOMED LTD
摘要:O-acetylated glycals react with ceric ammonium nitrate in the presence of sodium azide to provide, in good yield, O-acetylated 2-azido-2-deoxy glycosyl nitrates. These nitrates can be used to prepare 2-amino-2-deoxy sugars, such as D-galactosamine and lactosamine. The O-acetylated 2-azido-2-deoxy glycosyl nitrates can alternately be converted to O-acetylated 2-azido-2-deoxy glycosyl halides which are useful in the preparation of O-acetylated 2-azido-2-deoxy glycosides, which in turn can be reduced to 2-amino-2-deoxy glycosides. Of particular interest are the syntheses of 2-amino-2-deoxy glycosides which correspond to the terminal units of the antigenic determinant for the human A blood group. Attachment of these glycosides to a solid support provides immunoabsorbents which efficiently and preferentially absorb anti-A antibodies from blood plasma.

专利号:US-4935503-A
优先权日:1988-05-05
标题:Azidochlorination and diazidization of glycals
发明人：NAICKER SELVARAJ; NOUJAIM ANTHONY A
权利人:BIOMIRA INC
摘要:The invention describes a one-pot single step procedure for the azidochlorination or diazidization of glycals, including glycal elements of carbohydrates. Compounds such as 3,4,6-tri-O-benzyl-2-azido-2-deoxy-alpha-D-galactopyranosy chloride, and 3,4,6-tri-O-benzyl-2-azido-2-deoxy-alpha-,beta-D-galactopyranose are prepared from tri-O-benzyl galactal as well as 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-alpha-galactopyranasol chloride and 3,6-di-O-acetyl-4-O-[2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl]-2-azido-2-deoxy-alpha-D-glycopyranosyl chloride from their respective O-acetylated glycal derivatives by the addition of azido chloride which is chemically generated in situ. A method using 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride for the synthesis of antigenic determinants such as the terminal asialo GM 1 (beta-D-Gal (1->3)-beta-D-GalNAc-OR) has been demonstrated. The conversion of the subject synthon into 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide and 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranose is also described. A further method for the synthetic generation of the Tn antigen (alpha-D-GalNAc-O-L-serine) is also described.

专利号:US-4195174-A
优先权日:1977-04-14
标题 :Synthesis of 2-amino-2-deoxyglycoses and 2-amino-2-deoxyglycosides from glycals