[(2S,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetaldehyde | 187334-63-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: [(2S,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetaldehyde
• 英文别名: 2-[(2S,4R,6R)-6-[tert-butyl(dimethyl)silyl]oxy-4-[tert-butyl(diphenyl)silyl]oxyoxan-2-yl]acetaldehyde
• CAS: 187334-63-0
• 化学式: C₂₉H₄₄O₄Si₂
• 分子量: 512.837
• InChiKey: OENDXOOOLIFKPE-FKCDAAJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(2S,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetaldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以74%的产率得到2-[(2R,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-ethanol
  参考文献：
  名称：

  Asymmetric synthesis of the δ-lactone moiety in mevinic acid derivatives using an enzymatic procedure

  摘要：

  Asymmetric induction into meso-1,3-diacetoxy-5-cycloheptene 4 by PFL-catalyzed hydrolysis afforded monoacetate (1S,3R)-5 of 96% enantiomeric excess (e.e.), which was converted into a synthetic equivalent 14 of the delta-lactone moiety in mevinic acid derivatives. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00508-3
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 、 [(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-acetaldehyde 在 咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以70%的产率得到[(2S,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetaldehyde
  参考文献：
  名称：

  Asymmetric synthesis of the δ-lactone moiety in mevinic acid derivatives using an enzymatic procedure

  摘要：

  Asymmetric induction into meso-1,3-diacetoxy-5-cycloheptene 4 by PFL-catalyzed hydrolysis afforded monoacetate (1S,3R)-5 of 96% enantiomeric excess (e.e.), which was converted into a synthetic equivalent 14 of the delta-lactone moiety in mevinic acid derivatives. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00508-3

文献信息

• Asymmetric synthesis of the δ-lactone moiety in mevinic acid derivatives using an enzymatic procedure
  作者：Hidetaka Kaku、Masakazu Tanaka、Yoshihiko Norimine、Yuko Miyashita、Hiroshi Suemune、Kiyoshi Sakai

  DOI：10.1016/s0957-4166(96)00508-3

  日期：1997.1

  Asymmetric induction into meso-1,3-diacetoxy-5-cycloheptene 4 by PFL-catalyzed hydrolysis afforded monoacetate (1S,3R)-5 of 96% enantiomeric excess (e.e.), which was converted into a synthetic equivalent 14 of the delta-lactone moiety in mevinic acid derivatives. (C) 1997 Published by Elsevier Science Ltd.