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The Purification of Glucose Type Glycosyl Nitrate and the Synthesis of Spacer—armed N—Acetyllactosamines and Their Dimers
引用本文:Qing LI,Hui LI,Bin SU,Xiang Bao MENG,Meng Shen CAI,Zhong Jun LI* Department of Chemical Biology,School of Pharmaceutical Sciences and National Research Laboratory of Natural and Biomimetic Drugs,Peking University,Beijing 100083. The Purification of Glucose Type Glycosyl Nitrate and the Synthesis of Spacer—armed N—Acetyllactosamines and Their Dimers[J]. 中国化学快报, 2002, 13(4): 303-305
作者姓名:Qing LI  Hui LI  Bin SU  Xiang Bao MENG  Meng Shen CAI  Zhong Jun LI* Department of Chemical Biology  School of Pharmaceutical Sciences and National Research Laboratory of Natural and Biomimetic Drugs  Peking University  Beijing 100083
作者单位:Qing LI,Hui LI,Bin SU,Xiang Bao MENG,Meng Shen CAI,Zhong Jun LI* Department of Chemical Biology,School of Pharmaceutical Sciences and National Research Laboratory of Natural and Biomimetic Drugs,Peking University,Beijing 100083
基金项目:国家自然科学基金,Technology 
摘    要:
Our previous paper1,2reported the results of selective synthesis of mannose type glycosides and their dimers in our attempt to synthesize derivatives of N-acetyllacto- samine, which could have potential activity of anti-metastasis3. Further studies on the glycosylation of the accepters exploiting glycosyl nitrate instead of the acetate as donor showed interesting chemoselectivity between the two kinds of donor, namely, the glucose type and the mannose type. The reactivity difference of the t…

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The Purification of Glucose Type Glycosyl Nitrate and the Synthesis of Spacer-armed N-Acetyllactosamines and Their Dimers
Qing LI,Hui LI,Bin SU,Xiang Bao MENG,Meng Shen CAI,Zhong Jun LI. The Purification of Glucose Type Glycosyl Nitrate and the Synthesis of Spacer-armed N-Acetyllactosamines and Their Dimers[J]. Chinese Chemical Letters, 2002, 13(4): 303-305
Authors:Qing LI  Hui LI  Bin SU  Xiang Bao MENG  Meng Shen CAI  Zhong Jun LI
Abstract:
3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-(-D-galactopyranosyl)-2-azido-2-deoxy- (-D-glucoppyranosyl nitrate could be separated from its mannose type isomer by glycosylation according to the reactivity difference of these two compounds.The pure glucose type nitrate can be converted to corresponding trichloroacemidate,which reacted with spacer arms in solution of CH2Cl2 with BF3@Et2O as promoters to give desired glycosides and dimers.
Keywords:Glycosyl nitrate   glycosyl trichloroacemidate   spacer-armed dimer.
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