(1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-9,10-[(1S)-2-(azetidino)ethylidenedioxy]-2-(benzoyloxy)-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-(2-pyridyl)propionate (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-(benzoyloxy)-5,20-epoxy-9,10-[(1S)-2-(3-fluoroazetidino)ethylidenedioxy]-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-(2-pyridyl)propionate (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-9,10-[(1S)-2-(azetidino)ethylidenedioxy]-2-(benzoyloxy)-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-hydroxypropionate (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-9,10-[(1S)-2-(azetidino)ethylidenedioxy]-2-(benzoyloxy)-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-(2-pyridyl)propionate | 935669-77-5

• 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: (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-9,10-[(1S)-2-(azetidino)ethylidenedioxy]-2-(benzoyloxy)-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-(2-pyridyl)propionate (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-(benzoyloxy)-5,20-epoxy-9,10-[(1S)-2-(3-fluoroazetidino)ethylidenedioxy]-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-(2-pyridyl)propionate (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-9,10-[(1S)-2-(azetidino)ethylidenedioxy]-2-(benzoyloxy)-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-hydroxypropionate (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-9,10-[(1S)-2-(azetidino)ethylidenedioxy]-2-(benzoyloxy)-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-(2-pyridyl)propionate
• 英文别名: [(2R,4S,6S,7R,10R,13S,14R,15S,16S,18S)-13-acetyloxy-4-(azetidin-1-ylmethyl)-16-hydroxy-18-[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-3-pyridin-2-ylpropanoyl]oxy-7,19,20,20-tetramethyl-3,5,11-trioxapentacyclo[14.3.1.02,6.07,14.010,13]icos-1(19)-en-15-yl] benzoate
• CAS: 935669-77-5
• 化学式: C₄₇H₆₁N₃O₁₃
• 分子量: 876.014
• InChiKey: WTXHLYXNNTYFAT-GCBQLFGFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  63
• 可旋转键数：
  15
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  202
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  azetidine hydrochloride 、 在 三乙胺 、 三乙酰氧基硼氢化钠 、 水 、 碳酸氢钠 作用下， 以 甲醇 为溶剂， 反应 26.0h， 生成 (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-9,10-[(1S)-2-(azetidino)ethylidenedioxy]-2-(benzoyloxy)-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-(2-pyridyl)propionate (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-acetoxy-2-(benzoyloxy)-5,20-epoxy-9,10-[(1S)-2-(3-fluoroazetidino)ethylidenedioxy]-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-(2-pyridyl)propionate (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-9,10-[(1S)-2-(azetidino)ethylidenedioxy]-2-(benzoyloxy)-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-(3-fluoro-2-pyridyl)-2-hydroxypropionate (1S,2S,3R,4S,5R,8R,9S,10R,13S)-4-(acetoxy)-9,10-[(1S)-2-(azetidino)ethylidenedioxy]-2-(benzoyloxy)-5,20-epoxy-1-hydroxytax-11-en-13-yl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-(2-pyridyl)propionate
  参考文献：
  名称：

  TAXANE COMPOUND WITH AZETIDINE RING STRUCTURE

  摘要：

  一个由通式（1）表示的化合物，其中[X1和X2代表氢原子，卤素原子，羟基等，R1代表苯基，R2代表烷基，烯基或烷氧基，R3代表氢原子，卤素原子，羟基或烷氧基，R4代表氢原子或烷基，Z1和Z2代表氢原子，卤素原子，羟基等，Z3代表氰基，烷基，烯基等，Z4代表烷基，烯基，炔基等，----代表单键或双键]，对包括药物耐药细胞在内的癌细胞表现出高抗肿瘤效果。

  公开号：

  EP1942109A1

文献信息

• Taxane Compound Having Azetidine Ring Structure
  申请人：Uoto Kouichi

  公开号：US20090186868A1

  公开（公告）日：2009-07-23

  A compound represented by the general formula (1) [X 1 and X 2 represent hydrogen atom, a halogen atom, hydroxyl group and the like, R 1 represents a phenyl group, R 2 represents an alkyl group, an alkenyl group, or an alkoxy group, R 3 represents hydrogen atom, a halogen atom, hydroxyl group, or an alkoxy group, R 4 represents hydrogen atom, or an alkyl group, Z 1 and Z 2 represent hydrogen atom, a halogen atom, hydroxyl group and the like, Z 3 represents cyano group, an alkyl group, an alkenyl group and the like, Z 4 represents an alkyl group, an alkenyl group, an alkynyl group and the like, and represents a single bond or a double bond], which shows high antitumor effect against cancer cells including drug resistant cells.

  一种化合物由通式（1）表示 [其中X1和X2代表氢原子、卤素原子、羟基等，R1代表苯基，R2代表烷基、烯基或烷氧基，R3代表氢原子、卤素原子、羟基或烷氧基，R4代表氢原子或烷基，Z1和Z2代表氢原子、卤素原子、羟基等，Z3代表氰基、烷基、烯基等，Z4代表烷基、烯基、炔基等，且表示单键或双键]，对包括耐药细胞在内的癌细胞具有高抗肿瘤效果。