methyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranoside | 28251-53-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranoside
• 英文别名: Methyl-(6-desoxy-2,3,4-tri-O-acetyl-α-L-mannopyranosid)；methyl-2,3,4-tri-O-acetyl-α-L-rhamnopyranoside；2,3,4-tri-O-acetyl-α-methyl-L-rhamnopyranose；methyl 2,3,4-tri-O-acetyl-α-L-rhampyranoside；methyl α-L-rhamnopyranoside triacetate；methyl α-L-rhamnopyranoside-triacetate；[(2S,3S,4R,5R,6R)-4,5-diacetyloxy-6-methoxy-2-methyloxan-3-yl] acetate
• CAS: 28251-53-8
• 化学式: C₁₃H₂₀O₈
• 分子量: 304.297
• InChiKey: RTVWBDNQHISFHI-HCTNGXQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  methyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranoside 在 sodium methylate 作用下， 生成 methyl-4,6-dideoxy-α-L-lyxo-hexapyranoside 、 methyl-2,6-didesoxy-α-L-arabino-hexopyranoside 、 methyl 3,6-dideoxy-α-L-arabino-hexopyranoside
  参考文献：
  名称：

  Synthesis of methyl 2,6- and 3,6-dideoxy-α-L-arabino-hexopyranosides and methyl 4,6-dideoxy-α-L-lyxo-hexopyranoside

  摘要：

  DOI：

  10.1007/bf00597843
• 作为产物：
  描述：

  9-(6-Desoxy-α-L-mannopyranosyl)oxy-2-methoxy-4,6,10,12-tetramethyl-1,3,5,7,11-tridecanpentole 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以4 mg的产率得到methyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranoside
  参考文献：
  名称：

  Stoffwechselprodukte von Mikroorganismen。231. Mitteilung。Bafilomycin-A 1 -21- O-（α-L-rhamnopyranosid）：Strukturaufklärungdurch chemischeVerknüpfungmit Bafilomycin A 1和Leucanicidin †

  摘要：

  巴弗洛霉素A的分离1 -21- Ö - （α-L-吡喃鼠李糖苷）。通过化学关联与Bafilomycin A 1和Leucanicidin进行结构测定

  DOI：

  10.1002/hlca.19850680111

文献信息

• Radical oxygenation of 2-deoxy-2-iodo hexopyranosides with molecular oxygen
  作者：Stéphane Moutel、Jacques Prandi

  DOI：10.1016/0040-4039(94)88272-x

  日期：1994.10

  2-Deoxy-2-iodo hexopyranosides react with molecular oxygen and tributylstannane to give the epimeric C-2 alcohols in high yield and moderate selectivity.

  2-脱氧-2-碘六吡喃糖苷与分子氧和三丁基锡烷反应，以高收率和适度的选择性产生差向异构的C-2醇。
• Methyltrioxorhenium-Catalyzed Epoxidation-Methanolysis of Glycals under Homogeneous and Heterogeneous Conditions
  作者：Andrea Goti、Francesca Cardona、Gianluca Soldaini、Claudia Crestini、Cinzia Fiani、Raffaele Saladino

  DOI：10.1002/adsc.200505412

  日期：2006.3

  The efficient and high yielding domino epoxidation-methanolysis of glycals 8–15 has been achieved by oxidation with UHP in MeOH catalyzed by MTO. The products have been conveniently isolated as 2-acetoxy derivatives 16–23a, b by direct acetylation of the crude mixtures. Homogeneous MTO-amine complexes 5–7, heterogeneous poly(4-vinylpyridine)/MTO compounds I–III, and microencapsulated polystyrene/MTO

  高效和高产多米诺烯糖的环氧化-甲醇8 - 15已被氧化，UHP在MeOH实现催化由MTO。该产品已被方便地分离为2-乙酰氧基衍生物16 - 23A，B通过将粗混合物直接乙酰化。均质MTO -胺络合物5 - 7，异构聚（4-乙烯基吡啶）/ MTO化合物我- III，和微囊化聚苯乙烯/ MTO系统IV - VII还测试并证明了它们作为氧化步骤催化剂的有效性。取决于基质，氧化的表面非对映选择性从令人满意的到优异的，并且可以通过充分筛选催化剂来优化。在环境友好的实验条件下，使用简单的后处理程序即可获得底物的完全转化和近乎定量的产品收率。
• Studies on the constituents of Momordica cochinchinensis Spreng. I. Isolation and characterization of the seed saponins, momordica saponins I and II.
  作者：MASAYO IWAMOTO、HIKARU OKABE、TATSUO YAMAUCHI、MASAKO TANAKA、YOSHIE ROKUTANI、SHUJI HARA、KUNIHIDE MIHASHI、RYUICHI HIGUCHI

  DOI：10.1248/cpb.33.464

  日期：——

  The structures of momordica saponins I and II, the seed saponins of Momordica cochinchinensis SPRENG. (Cucurbitaceae) have been elucidated on the basis of spectral and chemical evidence as the 3-O-β-D-galactopyranosyl (1→2)-[α-L-rhamnopyranosyl (1→3)]-β-D-glucuronopyranosido-28-O-β-D-xylopyranosyl (1→3)-β-D-glucopyranosyl (1→3)-[β-D-xylopyranosyl (1→4)]-α-L-rhamnopyranosyl (1→2)-β-D-fucopyranosides of gypsogenin and quillaic acid, respectively. I and II are contained in the seed kernels in a carboxylate form.

  根据光谱和化学证据，阐明了葫芦科植物 Momordica cochinchinensis SPRENG.(根据光谱和化学证据，阐明了葫芦科植物 Momordica cochinchensis SPRENG 的种子皂苷 I 和 II 的结构为 3-O-β-D-吡喃半乳糖基 (1→2)-[α-L-rhamnopyranosyl (1→3)]-β-D-Glucuronopyranosido-28-O-β-D-吡喃木糖(1→3)-β-D-吡喃葡萄糖基(1→3)-[β-D-吡喃木糖(1→4)]-α-L-吡喃鼠李糖基(1→2)-β-D-吡喃岩藻糖苷的石膏苷元和紫苏酸、分别为 I 和 II。I 和 II 以羧酸形式存在于种仁中。
• ISOLATION AND STRUCTURES OF TWO NEW<i>p</i>-HYDROXYSTYRENE GLYCOSIDES, PTELATOSIDE-A AND PTELATOSIDE-B FROM BRACKEN,<i>PTERIDIUM AQUILINUM</i>VAR.<i>LATIUSCULUM</i>, AND SYNTHESIS OF PTELATOSIDE-A
  作者：Makoto Ojika、Kazumasa Wakamatsu、Haruki Niwa、Kiyoyuki Yamada、Iwao Hirono

  DOI：10.1246/cl.1984.397

  日期：1984.3.5

  Two new p-hydroxystyrene glycosides, ptelatoside-A and ptelatoside-B were isolated from the carcinogenic fraction of aqueous extracts of bracken, Pteridium aquilinum var. latiusculum, and their structures were established to be p-β-primeverosyloxystyrene and p-β-neohesperidosyloxystyrene, respectively by chemical and spectral means. A synthesis of ptelatoside-A was achieved.

  从蕨类植物 Pteridium aquilinum var. latiusculum 的水提取物致癌部分中分离出了两种新的对羟基苯乙烯苷-ptelatoside-A 和 ptelatoside-B，并通过化学和光谱手段确定了它们的结构分别为 p-β-primeverosyloxystyrene 和 p-β-neohesperidosyloxystyrene。实现了葇荑苷-A 的合成。
• Pacsu; Ticharich, Chemische Berichte, 1929, vol. 62, p. 3008,3011
  作者：Pacsu、Ticharich

  DOI：——

  日期：——