[(2R,3R,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxan-4-yl]-2-methyl-3-phenylmethoxypentyl] 4-methylbenzenesulfonate | 760977-96-6

• 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: [(2R,3R,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxan-4-yl]-2-methyl-3-phenylmethoxypentyl] 4-methylbenzenesulfonate
• CAS: 760977-96-6
• 化学式: C₂₆H₃₆O₆S
• 分子量: 476.634
• InChiKey: GQNYGXGIZOHWRE-RRJCBXKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  79.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxan-4-yl]-2-methyl-3-phenylmethoxypentyl] 4-methylbenzenesulfonate 在 palladium dihydroxide sodium chlorite 、 sodium dihydrogenphosphate 、 lithium aluminium tetrahydride 、 camphor-10-sulfonic acid 、 氢气 、 二甲基亚砜 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 (4R,5S,6R)-4-羟基-6-异丙基-5-甲基四氢-2H-吡喃-2-酮
  参考文献：
  名称：

  An efficient synthesis of (+)-prelactone B

  摘要：

  An enantioselective synthesis of (+)-prelactone B1 has been achieved on a multigrain scale starting from a known bicyclic precursor 2. The key feature of the strategy is the generation of 3-stereogenic centres from a single bicyclic precursor, which has been utilized as a chiral building block for the synthesis of various natural products. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.121
• 作为产物：
  描述：

  (3R,4S,5R,6R)-5-(benzyloxy)-4,6-dimethylheptane-1,3,7-triol 在 4-二甲氨基吡啶 、 camphor-10-sulfonic acid 、 三乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 3.0h， 生成 [(2R,3R,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxan-4-yl]-2-methyl-3-phenylmethoxypentyl] 4-methylbenzenesulfonate
  参考文献：
  名称：

  An efficient synthesis of (+)-prelactone B

  摘要：

  An enantioselective synthesis of (+)-prelactone B1 has been achieved on a multigrain scale starting from a known bicyclic precursor 2. The key feature of the strategy is the generation of 3-stereogenic centres from a single bicyclic precursor, which has been utilized as a chiral building block for the synthesis of various natural products. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.121

文献信息

• An efficient synthesis of (+)-prelactone B
  作者：J.S. Yadav、K. Bhaskar Reddy、G. Sabitha

  DOI：10.1016/j.tetlet.2004.06.121

  日期：2004.8

  An enantioselective synthesis of (+)-prelactone B1 has been achieved on a multigrain scale starting from a known bicyclic precursor 2. The key feature of the strategy is the generation of 3-stereogenic centres from a single bicyclic precursor, which has been utilized as a chiral building block for the synthesis of various natural products. (C) 2004 Elsevier Ltd. All rights reserved.