3,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-allofuranose | 114183-10-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-allofuranose
• 英文别名: (1R)-1-[(3aR,5S,6R,6aR)-2,2,6-trimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethanol
• CAS: 114183-10-7
• 化学式: C₁₀H₁₈O₄
• 分子量: 202.251
• InChiKey: CAGZSXWRJYUZDB-SYHAXYEDSA-N

物化性质

• 沸点：
  266.8±20.0 °C(predicted)
• 密度：
  1.078±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-allofuranose 生成 3,6-Didesoxy-1,2-O-isopropyliden-3-C-methyl-α-D-xylo-hexofuranos-5-ulose
  参考文献：
  名称：

  OIKAWA, YUJI;TANAKA, TATSUYOSHI;HORITA, KIYOSHI;NODA, ICHIO;NAKAJIMA, NOR+, CHEM. AND PHARM. BULL., 35,(1987) N 6, 2184-2195

  摘要：

  DOI：
• 作为产物：
  描述：

  (3aR,5S,6R,6aR)-2,2,6-trimethyl-5-(oxiran-2-yl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole 生成 3,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-allofuranose
  参考文献：
  名称：

  OIKAWA, YUJI;TANAKA, TATSUYOSHI;HORITA, KIYOSHI;NODA, ICHIO;NAKAJIMA, NOR+, CHEM. AND PHARM. BULL., 35,(1987) N 6, 2184-2195

  摘要：

  DOI：

文献信息

• Highly stereoselective total synthesis of methynolide, the aglycon of the 12-membered macrolide antibiotic methymycin. I. Synthesis of a prelog-djerassi lactone-type chiral intermediate from D-glucose.
  作者：YUJI OIKAWA、TATSUYOSHI TANAKA、KIYOSHI HORITA、ICHIO NODA、NORIYUKI NAKAJIMA、NAOKI KAKUSAWA、TATSUO HAMADA、OSAMU YONEMITSU

  DOI：10.1248/cpb.35.2184

  日期：——

  For the highly stereoselective synthesis of methynolide (2), the aglycon of the 12-membered macrolide antibiotic methymycin (1), a Prelog-Djerassi lactone-type chiral intermediate (7a) bearing four chiral centers corresponding to the C-2, C-3, C-4, and C-6 positions was synthesized from D-glucose. In this synthesis, several stereocontrolled reactions such as hydroboration, catalytic hydrogenation, etc. were successfully applied. The utility of the 4-methoxybenzyl protecting group was also demonstrated.

  为了高度立体选择性地合成 12 元大环内酯抗生素甲基霉素（1）的苷元--甲基炔内酯（2），我们从 D-葡萄糖合成了一种 Prelog-Djerassi 内酯型手性中间体（7a），该中间体具有四个手性中心，分别对应于 C-2、C-3、C-4 和 C-6 位。在这一合成过程中，成功地应用了几种立体控制反应，如氢硼化、催化氢化等。此外，还证明了 4-甲氧基苄基保护基的作用。
• Lichtenthaler, Frieder W.; Dinges, Juergen; Fukuda, Yoshimasa, Angewandte Chemie, 1991, vol. 103, # 10, p. 1385 - 1389
  作者：Lichtenthaler, Frieder W.、Dinges, Juergen、Fukuda, Yoshimasa

  DOI：——

  日期：——
• Synthesis of annulated furanoses by free-radical cyclization of haloalkenes derived from diacetone glucose
  作者：Jose Marco-Contelles、Angeles Martinez-Grau、M. Martinez-Ripoll、H. Cano、C. Foces-Foces

  DOI：10.1021/jo00027a076

  日期：1992.1
• FUCOSIDASE INHIBITORS
  申请人：RAPTOR PHARMACEUTICALS INC.

  公开号：US20170029376A1

  公开（公告）日：2017-02-02

  The present disclosure relates, in general, to compounds useful as inhibitors of fucosidase enzymes, and to methods and compositions for the treatment of tumors or cancers, such as liver disorders and liver tumors (e.g., hepatocellular carcinoma), with a compound as disclosed herein.
• US9951013B2
  申请人：——

  公开号：US9951013B2

  公开（公告）日：2018-04-24