n-butyl-α-D-mannopyranoside | 146453-36-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: n-butyl-α-D-mannopyranoside
• 英文别名: butyl α-D-mannopyranoside；n-butyl α-D-mannoside；butyl α-D-mannoside；n-butyl α-D-mannopyranoside；butyl-α-D-mannoside；α-D-butylmannoside；Butyl alpha-D-mannopyranoside；(2S,3S,4S,5S,6R)-2-butoxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 146453-36-3
• 化学式: C₁₀H₂₀O₆
• 分子量: 236.265
• InChiKey: BZANQLIRVMZFOS-ZJDVBMNYSA-N

物化性质

• 沸点：
  412.0±45.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  n-butyl-α-D-mannopyranoside 在 吡啶 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 butyl 2,3,4-tri-O-(trimethylsilyl)-α-D-mannopyranoside
  参考文献：
  名称：

  Large-scale synthesis of d-mannose 6-phosphate and other hexose 6-phosphates

  摘要：

  The syntheses of D-mannose 6-phosphate (4), several D-mannopyranoside 6-phosphates, and methyl alpha-D-glucopyranoside 6-phosphate are described. Phosphorylation of methyl 2,3,4-tri-O-(trimethylsilyl)-alpha-D-mannopyranoside (2) with phosphorus oxychloride followed by careful hydrolysis gave methyl alpha-D-mannopyranoside 6-phosphate (10, 81%). Direct phosphorylation of 1,2,3,4,6-penta-O-(trimethylsiyl)-alpha-D-mannopyranoside with phosphorus oxychloride followed by hydrolysis gave 4 (50% yield based on D-mannose). The first method was further used in the synthesis of methyl, butyl, and hexadecyl alpha-D-mannopyranoside 6-phosphate disodium salts, and in the synthesis of methyl alpha-D-glucopyranoside 6-phosphate disodium salt.Compound 2 was obtained in 67% yield, from methyl 2,3,4,6-tetra-O-(trimethylsilyl)-alpha-D-mannopyranoside, by selective hydrolysis with a saturated solution of potassium carbonate in methanol.Butyl and hexadecyl alpha-D-mannopyranosides were prepared by glycosidation of the respective alcohols with tetra-O-benzoyl-alpha-D-mannopyranosyl bromide in silver triflate-promoted reactions.

  DOI：

  10.1016/0008-6215(92)80082-c
• 作为产物：
  描述：

  2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide 在 sodium methylate 、 silver trifluoromethanesulfonate 、 1,1,3,3-四甲基脲 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 n-butyl-α-D-mannopyranoside
  参考文献：
  名称：

  Large-scale synthesis of d-mannose 6-phosphate and other hexose 6-phosphates

  摘要：

  The syntheses of D-mannose 6-phosphate (4), several D-mannopyranoside 6-phosphates, and methyl alpha-D-glucopyranoside 6-phosphate are described. Phosphorylation of methyl 2,3,4-tri-O-(trimethylsilyl)-alpha-D-mannopyranoside (2) with phosphorus oxychloride followed by careful hydrolysis gave methyl alpha-D-mannopyranoside 6-phosphate (10, 81%). Direct phosphorylation of 1,2,3,4,6-penta-O-(trimethylsiyl)-alpha-D-mannopyranoside with phosphorus oxychloride followed by hydrolysis gave 4 (50% yield based on D-mannose). The first method was further used in the synthesis of methyl, butyl, and hexadecyl alpha-D-mannopyranoside 6-phosphate disodium salts, and in the synthesis of methyl alpha-D-glucopyranoside 6-phosphate disodium salt.Compound 2 was obtained in 67% yield, from methyl 2,3,4,6-tetra-O-(trimethylsilyl)-alpha-D-mannopyranoside, by selective hydrolysis with a saturated solution of potassium carbonate in methanol.Butyl and hexadecyl alpha-D-mannopyranosides were prepared by glycosidation of the respective alcohols with tetra-O-benzoyl-alpha-D-mannopyranosyl bromide in silver triflate-promoted reactions.

  DOI：

  10.1016/0008-6215(92)80082-c

文献信息

• POLYMER STABILIZER
  申请人：KIMURA Yoshikazu

  公开号：US20100179253A1

  公开（公告）日：2010-07-15

  A polymer stabilizer comprising the following alkoxy compound: the alkoxy compound: a compound obtained by alkoxylating at least one hydroxyl group contained in a compound of the following formula (1) containing one formyl group or carbonyl group and (n− 1 ) hydroxyl groups in the molecule with an alkyl group having 1 to 12 carbon atoms: C n H 2n O n (1) (wherein, n represents an integer of 3 or more).

  一种聚合物稳定剂，包含以下烷氧基化合物：所述烷氧基化合物是通过将含有以下通式（1）中的一个甲酰基或羰基以及分子中（n-1）个羟基的化合物中的至少一个羟基进行烷氧基化而得到的化合物，其中烷基团含有1至12个碳原子：CnH2nOn（1）（其中，n代表3或以上的整数）。
• [EN] MANNOSIDE COMPOUNDS AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉS MANNOSIDES ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV WASHINGTON

  公开号：WO2012109263A1

  公开（公告）日：2012-08-16

  The present invention encompasses compounds and methods for treating urinary tract infections.

  本发明涵盖了用于治疗尿路感染的化合物和方法。
• CRYSTALLINE INSULIN-CONJUGATES
  申请人：Zion Todd C.

  公开号：US20110281791A1

  公开（公告）日：2011-11-17

  The present disclosure provides crystalline insulin-conjugates. The present disclosure also provides formulations, methods of treatment, methods of administering, and methods of making that encompass these crystalline insulin-conjugates.

  本公开提供晶体胰岛素共轭物。本公开还提供包括这些晶体胰岛素共轭物的配方、治疗方法、给药方法和制备方法。
• COMPOUNDS AND METHODS FOR TREATING BACTERIAL INFECTIONS
  申请人：Janetka James W.

  公开号：US20120309701A1

  公开（公告）日：2012-12-06

  The present invention encompasses compounds and methods for treating urinary tract infections.

  本发明涵盖了治疗尿路感染的化合物和方法。
• THERMOPLASTIC POLYMER COMPOSITION AND PROCESSING STABILISER
  申请人：Kimura Yoshikazu

  公开号：US20130032756A1

  公开（公告）日：2013-02-07

  The present invention provides a thermoplastic polymer composition containing a particular phenol compound or organic phosphoric compound, compound (9) which is compound (9a) represented by C m H 2m O m wherein m is an integer of not less than 3 and not more than 10, and having one aldehyde group or ketone group and m−1 hydroxy groups with at least one hydroxy group having been replaced by an alkoxy group represented by —OR 26 wherein R 26 is a C 1-12 alkyl group, and a thermoplastic polymer, and a processing stabilizer containing a particular phenol compound or organic phosphoric compound, and compound (9). A combined use of a particular phenol compound or organic phosphoric compound and compound (9) can improve processing stability of a thermoplastic polymer composition.

  本发明提供了一种热塑性聚合物组合物，其中包含特定的酚化合物或有机磷化合物、化合物(9)，该化合物(9)表示为CmH2mOm，其中m是不小于3且不大于10的整数，具有一个醛基或酮基和m-1个羟基，其中至少一个羟基已被一个表示为—OR26的烷氧基所取代，其中R26是C1-12烷基，以及一种热塑性聚合物和一种加工稳定剂，该加工稳定剂包含特定的酚化合物或有机磷化合物和化合物(9)。特定的酚化合物或有机磷化合物和化合物(9)的联合使用可以提高热塑性聚合物组合物的加工稳定性。