CAS: 7772-79-4; (2S,3R,4R,5S,6R)-3-Acetamido-6-(Acetoxymethyl)Tetrahydro-2H-Pyran-2,4,5-Triyl Triacetate
该化合物是甘蓝胺的一种化学修正衍生物,所有羟基和氨基组都是乙基酰,这种修改增强了有机溶剂的稳定性和溶性,使之适合用于碳水化合物化学和制药研究的合成应用;五氧基甲酸酯形式与免费甘油胺相比,提供了更好的处理和储存特性,减少了湿度和降解风险;它作为聚合反应和生物活性化合物合成的关键中间体;β-D-甘基酸盐的高纯度和明确界定的结构确保了研究和工业过程中的可复制性;其效用包括药物开发,玻璃合成和生物化学研究.
- 英文名称(2S,3R,4R,5S,6R)-3-Acetamido-6-(Acetoxymethyl)Tetrahydro-2H-Pyran-2,4,5-Triyl Triacetate
- 中文名称β-D-葡萄糖胺五乙酸酯
- IUPAC名称(2S,3R,4R,5S,6R)-3-acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate
- 其它别名[(2R,3S,4R,5R,6S)-5-Acetamido-3,4,6-Triacetoxy-Tetrahydropyran-2-Yl]Methyl Acetate; 2-Acetamido-2-Deoxy-Beta-D-Glucose Tetracetate; .Beta.-D-Glucosamine Pentaace
- CAS编号7772-79-4
- MFCD编号:MFCD00006595
- EINECS号:231-865-4
- 分子式:C16H23NO10分子量:389.35
- 产品CID: 1771676
- 产品分类生物化工 → 糖类化合物 → 单糖
- 相似结构搜索
- 产品信息参考
;;;; - InChIKey: OVPIZHVSWNOZMN-OXGONZEZSA-N
- OVPIZHVSWNOZMN-OXGONZEZSA-N
- 计算化学: 氢键受体数10.0氢键供体数1.0可旋转键数10.0
物理性质
- 熔点186-189 °C(文献)
- 沸点530.2±50.0 °C at 760 mmHg
- 闪点274.4±30.1 °C
- 密度1.3±0.1 g/cm3
- pKa:13.41±0.70(预测)
- PSA:302.67
- LogP:0.45
- 折射率1.492
- 蒸汽压0.0±1.4 mmHg at 25°C
- 溶解性Chloroform (Slightly, Heated, Sonicated), Methanol (Slightly, Heated, Sonicated)
- 敏感性如果遵照规格使用和储存则不会分解 避免接触氧化物
- 外观形态白色至浅棕色固体
- 储存条件密封干燥,2-8°C
- 产品应用该化合物用作研究碳水化合物结构,生物合成,生物功能和进化;参与碳水酸化学,甘油合成和降解酶学,蛋白-甘油识别以及甘油在生物系统中的作用;与基本研究,生物医学和生物技术有关.
MSDS等安全信息
欧盟法规
C&L通报REACH预注册上下游产品
acetic anhydride 2-amino-2-deoxy-D-idose; hydr°Chloride 1,3,4,6-tetra-O-acetyl-D-glucosamine hydr°Chloride D-(+)-glucosamine hydr°Chloridemethyl N-acetyl-β-D-glucosaminide methyl 2-acetylamido-2-deoxy-D-glucoside O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranoside)[1]naphthyl-(tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucopyranoside) 2-acetylamino-1,1-diphenyl-1,2-dideoxy-D-glucitol合成工艺路线路线简述
📜2-乙酰氨基-3,4,6-三-O-乙酰-2-脱氧-α-D-吡喃葡萄糖酰基氯置于三氟化硼乙醚,氰化汞,Mercury Dibromide体系中,用 硝基甲烷,甲苯,苯 作为反应溶剂,化学反应 4.5H,反应生成 β-D-葡萄糖胺五乙酸酯
参考文献:2-(Trimethylsilyl)Ethyl Glycosides. 3. Synthesis,Anomeric Deblocking,And Transformation Into 1,2-Trans 1-O-Acyl Sugars
标题:2-(Trimethylsilyl)Ethyl Glycosides. 3. Synthesis,Anomeric Deblocking,And Transformation Into 1,2-Trans 1-O-Acyl Sugars
摘要:
DOI:10.1021/jo00259A006
海关参考信息
- 2905122000-异丙醇
2905310000-1,2-乙二醇
2905320000-1,2-丙二醇
2905399001-1,3-丙二醇 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:US-5654412-A
优先权日:1996-05-29
标 题:Processes for the synthesis of sialyl Lewisx compounds
发明人：SRIVASTAVA OM; GREGSON JONATHAN M
权利人:GLYCOMED INC
摘要:Disclosed are processes for the chemical synthesis of sialyl Lewisx-Y compounds where Y is -OH, -NHR, -SH, -SR or -OR, and R is an aglycon of at least one carbon atom.
供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
参考标题:Solid-Phase Synthesis Of Di-N-Acetyl-β-Chitobiosyl Nag-Thiazoline作者:Gangliang Huang,Ya Chen |发布日期:2011.8.1
摘要:The Solid-Phase Synthesis Of Di-N-Acetyl-β-Chitobiosyl Nag (N-Acetyl D-Glucosamine)-Thiazoline 3 Was Reported. After The 6-O-Benzyl Nag-Thiazoline 9, Nhcbz Trichloroacetimidate Donors 14, And 21 Were Synthesized, And Solid-Phase Synthesis Was Performed Using The Wang Resin As Support. The Target Di-N-Acetyl-β-Chitobiosyl Nagthiazoline 3 Was Obtained By Iterative Glycosylation Reactions, Catalytic Hydrogenation, Acetylation, And Deacetylation, Respectively.
合成参考文献
摘要:Kryczka, B.; Lewkowski, J.; Zawisza, A., Science of Synthesis, (2007) 29, 992.
摘要:Turnbull, W. B.; Fascione, M. A.; Stalford, S. A., Science of Synthesis, (2007) 29, 932.
摘要:Kryczka, B.; Lewkowski, J.; Zawisza, A., Science of Synthesis, (2007) 29, 1022.
摘要:Kryczka, B.; Lewkowski, J.; Zawisza, A., Science of Synthesis, (2007) 29, 994.
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