N,O-bis(t-butyldimethylsilyl) trifluoroacetamide

• 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: N,O-bis(t-butyldimethylsilyl) trifluoroacetamide
• 英文别名: N,O-bis(butyldimethylsilyl) trifluoroacetamide；N,O-bis(t-butyldimethylsilyl)trifluoroacetamide；N,O-bis(t-butyldimethyl-silyl)trifluoroacetamide；[tert-butyl(dimethyl)silyl] N-[tert-butyl(dimethyl)silyl]-2,2,2-trifluoroethanimidate
• 化学式: C₁₄H₃₀F₃NOSi₂
• 分子量: 341.565
• InChiKey: UKVZDWBTHVFVCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.97
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  10-Deacetylbaccatine III 、 N,O-bis(t-butyldimethylsilyl) trifluoroacetamide 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以70%的产率得到
  参考文献：
  名称：

  Selective protection of the C(7) and C(10) hydroxyl groups in 10-deacetyl baccatin III

  摘要：

  New protocols for the selective protection of the C(7) and C(10) hydroxyl groups of 10-deacetyl baccatin III are described, leading to more efficient semisyntheses of taxol and taxol analogs. The C(10) hydroxyl group of 10-DAB can be highly selectively acylated or silylated, and subsequent selective protection of the C(7) hydroxyl group then becomes straightforward. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00424-9

文献信息

• Process for selective derivatization of taxanes
  申请人：Florida State University

  公开号：EP1193262A1

  公开（公告）日：2002-04-03

  A process is described for converting the C(7) hydroxy group of a 10-acyloxy-7-hydroxytaxane to an acetal or ketal, the process comprising treating the 10-acyloxy-7-hydroxytaxane with a ketalizing agent in the presence of an acid catalyst to form a C(7) ketalized taxane of the formula or wherein either X31 or X32 represents the 10-acyloxy-7-hydroxytaxane moiety and the other of X31 and X32 as well as X33 and X34 are independently hydrocarbyl, substituted hydrocarbyl or heteroaryl moieties. Taxanes having a ketalized C(7) hydroxy group are also described.

  描述了一种将10-酰氧基-7-羟基紫杉烷的C(7)羟基团转化为缩醛或缩酮的过程，该过程包括在酸催化剂存在下用缩酮化试剂处理10-酰氧基-7-羟基紫杉烷，以形成具有以下结构的C(7)缩酮化紫杉烷，其中X31或X32代表10-酰氧基-7-羟基紫杉烷基团，而X31和X32的另一个以及X33和X34均独立地为烃基、取代烃基或杂环芳基基团。还描述了具有缩酮化C(7)羟基团的紫杉烷。
• Selective protection of the C(7) and C(10) hydroxyl groups in 10-deacetyl baccatin III
  作者：Robert A Holton、Zhuming Zhang、Paul A Clarke、Hossain Nadizadeh、D.John Procter

  DOI：10.1016/s0040-4039(98)00424-9

  日期：1998.5

  New protocols for the selective protection of the C(7) and C(10) hydroxyl groups of 10-deacetyl baccatin III are described, leading to more efficient semisyntheses of taxol and taxol analogs. The C(10) hydroxyl group of 10-DAB can be highly selectively acylated or silylated, and subsequent selective protection of the C(7) hydroxyl group then becomes straightforward. (C) 1998 Elsevier Science Ltd. All rights reserved.