Studies on Carbohydrate Xxxii-Chemoselective Synthesis of Mannosamine Glycosides Through Non-Regioselective Azidonitration of Lactal

Qing Li; Zhong-Jun Li; Hui Li; Meng-Shen Cai; Rou-Li Zhou

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Studies on Carbohydrate Xxxii-Chemoselective Synthesis of Mannosamine Glycosides Through Non-Regioselective Azidonitration of Lactal

机译：乳糖的非区域选择性叠氮硝化反应对糖胺糖苷进行糖Xxxii化学选择性合成的研究

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The mixture of 3,6-di-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-#beta#-D-galactopyranosyl)-2-deoxy-D-glucopyranosyl azido-2-deoxy-D-glucopyranosyl acetates or trichloroacetates and the corresponding mannose type glycosyl donors reacted with spacer arms of di-and triethylene glycol in the solution of dichloromethane with BF_3 centre dot Et-2O and TMSOTf as promoters at room temperature gave highly selective products. Only the mannose type products were obtained. In addition, some lactose type compounds can be prepared by another way.

机译：3,6-二乙酰基-4-O-（2,3,4,6-四-O-乙酰基-＃beta＃-D-吡喃半乳糖基）-2-脱氧-D-吡喃葡萄糖基叠氮基-2-的混合物在室温下，以BF_3中心点Et-2O和TMSOTf为促进剂，脱氧D-葡萄糖基吡喃糖基乙酸酯或三氯乙酸酯和相应的甘露糖型糖基供体与二甘醇和三甘醇的间隔臂在二氯甲烷溶液中反应，得到高选择性的产物。仅获得甘露糖型产品。另外，一些乳糖型化合物可以通过另一种方法制备。

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来源
《Carbohydrate letters》 |1999年第5期|共6页
作者
Qing Li; Zhong-Jun Li; Hui Li; Meng-Shen Cai; Rou-Li Zhou;
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正文语种 eng
中图分类有机化学;
关键词
azidonitration; glycosyl acetate; glycosyl trichloroacetate; spacerarmed; dimer;

机译：叠氮化;乙酸糖基酯;三氯乙酸糖基酯;间隔基;二聚体;

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1. Studies on Carbohydrate Xxxii-Chemoselective Synthesis of Mannosamine Glycosides Through Non-Regioselective Azidonitration of Lactal [J] . Qing Li, Zhong-Jun Li, Hui Li, Carbohydrate letters . 1999,第5期

机译：乳糖的非区域选择性叠氮硝化反应对糖胺糖苷进行糖Xxxii化学选择性合成的研究
2. A versatile approach to the synthesis of mannosamine glycosides [J] . Catherine Alex, Satsawat Visansirikul, Alexei V. Demchenko Organic & biomolecular chemistry . 2020,第34期

机译：合成甘露那胺糖苷的多功能方法
3. Stereoselective synthesis of 1,2-annulated-C-Aryl glycosides from carbohydrate-derived terminally unsubstituted dienes and arynes: Application towards synthesis of sugar-fused- or branched- naphthalenes, and C-Aryl glycosides [J] . Dubbu Sateesh, Verma Ashish Kumar, Parasuraman Kadigachalam, Carbohydrate research . 2018,第期

机译：碳水化合物衍生的末端未取代的二烯和芳香糖苷的立体选择性合成1,2-环 - C-芳基糖苷：用于合成糖融合或支链萘的合成，以及C-芳基糖苷
4. Solid phase synthesis of N-acetyl mannosamine α-1-phosphate repeating units from Neisseria meningitidis [C] . Akie Chiba, Yuki Ogawa, Tomomi Shiraishi 日本化学会春季年会講演予稿集 . 2018

机译：N-乙酰甘露胺α-1-磷酸盐重复单元的固相合成来自Neisseria Meningitidis
5. I. n-Pentenyl glycosides as probes into the reactivity of the anomeric center. II. The synthesis of nodulation factors. III. Studies directed toward the synthesis of a carbohydrate library. [D] . Rodebaugh, Robert P. 1997

机译：I.正戊烯基糖苷作为异头中心反应性的探针。二。结瘤因子的合成。三，针对碳水化合物文库合成的研究。
6. Direct Synthesis of β-N-Glycosides by the Reductive Glycosylation of Azides with Protected and Native Carbohydrate Donors [O] . Dr. Jianbin Zheng, Dr. Kaveri Balan Urkalan, Dr. Seth B. Herzon -1

机译：受保护的天然糖供体通过叠氮化物的还原糖基化反应直接合成β-N-糖苷
7. Photoswitchable cluster glycosides as tools to probe carbohydrate–protein interactions: synthesis and lectin-binding studies of azobenzene containing multivalent sugar ligands [O] . Oruganti Srinivas, Nivedita Mitra, Avadhesha Surolia, 2005

机译：光度吸引簇糖苷作为探针探针碳水化合物 - 蛋白质相互作用的工具：含有多价糖配体的偶氮苯的合成和凝集素结合研究

Studies on Carbohydrate Xxxii-Chemoselective Synthesis of Mannosamine Glycosides Through Non-Regioselective Azidonitration of Lactal

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