[(2R)-2-methylhexyl] trifluoromethanesulfonate | 177607-72-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: [(2R)-2-methylhexyl] trifluoromethanesulfonate
• CAS: 177607-72-6
• 化学式: C₈H₁₅F₃O₃S
• 分子量: 248.267
• InChiKey: FHKPAHRRWZSCEH-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2R)-2-methylhexyl] trifluoromethanesulfonate 在 lithium hydroxide 、 双氧水 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.25h， 生成 (R,R)-2,4-dimethyl octanoic acid
  参考文献：
  名称：

  Total Asymmetric Synthesis of the Potent Immunosuppressive Marine Natural Product Microcolin A

  摘要：

  The total asymmetric synthesis of the potent immunosuppressive compound microcolin A is reported, The synthesis establishes the absolute stereochemistry of microcolin A as C-36R, C-38R, and C-4S on the basis of the diastereoselective preparation of all four possible diastereomers of the lipid region (fragment A) and diastereoselective synthesis of fragment C starting from natural L-(S)-alanine. The strategy involves a convergent assemblage of three optically pure fragments and is amenable to chemical modifications to examine structural analogs for biological study.

  DOI：

  10.1021/jo952123l
• 作为产物：
  描述：

  (2R',4R)-3-(2-methylhexanoyl)-4-benzyl-2-oxazolidinone 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 [(2R)-2-methylhexyl] trifluoromethanesulfonate
  参考文献：
  名称：

  Total Asymmetric Synthesis of the Potent Immunosuppressive Marine Natural Product Microcolin A

  摘要：

  The total asymmetric synthesis of the potent immunosuppressive compound microcolin A is reported, The synthesis establishes the absolute stereochemistry of microcolin A as C-36R, C-38R, and C-4S on the basis of the diastereoselective preparation of all four possible diastereomers of the lipid region (fragment A) and diastereoselective synthesis of fragment C starting from natural L-(S)-alanine. The strategy involves a convergent assemblage of three optically pure fragments and is amenable to chemical modifications to examine structural analogs for biological study.

  DOI：

  10.1021/jo952123l

文献信息

• Total Asymmetric Synthesis of the Potent Immunosuppressive Marine Natural Product Microcolin A
  作者：Carl P. Decicco、Paul Grover

  DOI：10.1021/jo952123l

  日期：1996.1.1

  The total asymmetric synthesis of the potent immunosuppressive compound microcolin A is reported, The synthesis establishes the absolute stereochemistry of microcolin A as C-36R, C-38R, and C-4S on the basis of the diastereoselective preparation of all four possible diastereomers of the lipid region (fragment A) and diastereoselective synthesis of fragment C starting from natural L-(S)-alanine. The strategy involves a convergent assemblage of three optically pure fragments and is amenable to chemical modifications to examine structural analogs for biological study.