(3S,4R)-3,4-Dihydroxy-6-(4-methoxy-benzyloxy)-3-methyl-hexan-2-one | 791131-43-6

• 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: (3S,4R)-3,4-Dihydroxy-6-(4-methoxy-benzyloxy)-3-methyl-hexan-2-one
• 英文别名: (3S,4R)-3,4-dihydroxy-6-[(4-methoxyphenyl)methoxy]-3-methylhexan-2-one
• CAS: 791131-43-6
• 化学式: C₁₅H₂₂O₅
• 分子量: 282.337
• InChiKey: QMJYBYMVGJQNHP-HUUCEWRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S,4R)-3,4-Dihydroxy-6-(4-methoxy-benzyloxy)-3-methyl-hexan-2-one 在 sodium hydroxide 、 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 74.0h， 生成 (E)-3-{(4R,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2,4-trimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid
  参考文献：
  名称：

  Syntheses of the C(1−6) and C(19−24) Fragments of Lituarines A, B, and C

  摘要：

  Lituarines A-C are marine natural products comprising a tricyclic spiroacetal bridged at C(8) and C(18) by a functionalized ester linkage conceptually obtained from a C(19-24) alcohol and a C(1-6) carboxylic acid whose oxidation level varies at C(4) and C(5). Stereoselective routes are described to compounds 26 and 27, fully functionalized ester fragments of lituarine A and lituarines B and C, respectively.

  DOI：

  10.1021/ol048396x
• 作为产物：
  描述：

  3-[(4-甲氧基苯基)甲氧基]丙醛 在 甲基磺酰胺 、 AD-mix-β 、 sodium hydride 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 42.0h， 生成 (3S,4R)-3,4-Dihydroxy-6-(4-methoxy-benzyloxy)-3-methyl-hexan-2-one
  参考文献：
  名称：

  Syntheses of the C(1−6) and C(19−24) Fragments of Lituarines A, B, and C

  摘要：

  Lituarines A-C are marine natural products comprising a tricyclic spiroacetal bridged at C(8) and C(18) by a functionalized ester linkage conceptually obtained from a C(19-24) alcohol and a C(1-6) carboxylic acid whose oxidation level varies at C(4) and C(5). Stereoselective routes are described to compounds 26 and 27, fully functionalized ester fragments of lituarine A and lituarines B and C, respectively.

  DOI：

  10.1021/ol048396x

文献信息

• Syntheses of the C(1−6) and C(19−24) Fragments of Lituarines A, B, and C
  作者：Jeremy Robertson、Jonathan W. P. Dallimore、Paul Meo

  DOI：10.1021/ol048396x

  日期：2004.10.1

  Lituarines A-C are marine natural products comprising a tricyclic spiroacetal bridged at C(8) and C(18) by a functionalized ester linkage conceptually obtained from a C(19-24) alcohol and a C(1-6) carboxylic acid whose oxidation level varies at C(4) and C(5). Stereoselective routes are described to compounds 26 and 27, fully functionalized ester fragments of lituarine A and lituarines B and C, respectively.