1,6-anhydro-2-O-benzyl-3,4-dideoxy-β-D-erythro-hex-3-enopyranose | 123823-25-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,6-anhydro-2-O-benzyl-3,4-dideoxy-β-D-erythro-hex-3-enopyranose
• 英文别名: 1,6-Anhydro-2-O-benzyl-3,4-dideoxy-D-erythro-hex-3-enopyranose；(1S,4R,5R)-4-phenylmethoxy-6,8-dioxabicyclo[3.2.1]oct-2-ene
• CAS: 123823-25-6
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: IZBKLDIJNZCRFD-YNEHKIRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.88
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  戊二酰-2-(羟甲基)蒽并醌 在 lithium aluminium tetrahydride 、 dimsylsodium 、 potassium tert-butylate 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 5.5h， 生成 1,6-anhydro-2-O-benzyl-3,4-dideoxy-β-D-erythro-hex-3-enopyranose
  参考文献：
  名称：

  Synthesis of 3,6-dideoxy-4-C-(41-hydroxyethyl)hexopyranoses (yersinioses) from 1,6-anhydro-β-d-glucopyranose

  摘要：

  A series of isomers of 3,6-dideoxy-4-C-(4(1)-hydroxyethyl)-D-hexopyranose (yersiniose), structural components of the O-specific polysaccharides from the Yersinia genus, have been synthesised from 1,6-anhydro-beta-D-glucopyranose (levoglucosan).

  DOI：

  10.1016/s0008-6215(00)90496-8

文献信息

• Synthesis of D-Allosan from Levoglucosenone
  作者：Katsuya Matsumoto、Takashi Ebata、Koshi Koseki、Hiroshi Kawakami、Hajime Matsushita

  DOI：10.3987/com-91-5872

  日期：——

  The stereoselective reduction and cis-dihydroxylation of levoglucosenone (1,6-anhydro-3,4-dideoxy-beta-D-glycero-hex-3-enopyranos-2-ulose), gave D-allosan (1,6-anhydro-beta-D-allopyranose) in high yield.
• Synthesis of 1,6-Anhydro-2-chloro-2,3,4-trideoxy-b-D-erythro-hex-3-enopyranose and Its Stereospecific SN2' Substitution
  作者：Masakatsu Matsumoto、Hiromi Ishikawa、Yoshihiro Soya、Takayuki Ozawa

  DOI：10.3987/com-94-6864

  日期：——

  The chlorination of 1,6-anhydro-3,4-dideoxy-beta-D-threo-hex-3-enopyranose (2) with SOCl2 and pyridine gives predominantly 1,6-anhydro-2-chloro-beta-D-erythro-hex-3-enopyranose (3). The chloride (3) takes place exclusively the suprafacial SN2' substitution with a variety of nucleophiles in DMF. ''Cerny epoxides'' are conveniently synthesized by using the reaction of 3 with PhCH2ONa.
• ZUBKOV, V. A.;SVIRIDOV, A. F.;GORSHKOVA, R. P.;SHASHKOV, A. S.;OVODOV, YU+, BIOORGAN. XIMIYA, 15,(1989) N, S. 538-547
  作者：ZUBKOV, V. A.、SVIRIDOV, A. F.、GORSHKOVA, R. P.、SHASHKOV, A. S.、OVODOV, YU+

  DOI：——

  日期：——