tert-butyl N-[(3S)-1-fluoro-5-methyl-1-oxo-2-(phenylmethoxymethoxy)hexan-3-yl]carbamate | 849213-27-0

• 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: tert-butyl N-[(3S)-1-fluoro-5-methyl-1-oxo-2-(phenylmethoxymethoxy)hexan-3-yl]carbamate
• CAS: 849213-27-0
• 化学式: C₂₀H₃₀FNO₅
• 分子量: 383.46
• InChiKey: CTDLFVXRWAMGQE-BHWOMJMDSA-N

物化性质

• 沸点：
  478.1±45.0 °C(Predicted)
• 密度：
  1.098±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(3S)-1-fluoro-5-methyl-1-oxo-2-(phenylmethoxymethoxy)hexan-3-yl]carbamate 在 palladium 10% on activated carbon 盐酸 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 四丙基高钌酸铵 、 氢气 、 N-甲基吗啉氧化物 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 54.5h， 生成 [(1S,2S,3R,4S,7R,9S,10R,11R,12S,15S)-4,12-diacetyloxy-1,11-dihydroxy-10,14,17,17-tetramethyl-15-[(3S)-5-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]-2-triethylsilyloxyhexanoyl]oxy-9-triethylsilyloxy-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
  参考文献：
  名称：

  [EN] 9,10-alpha,alpha-OH-TAXANE ANALOGS AND METHODS FOR PRODUCTION THEREOF
  [FR] ANALOGUES DE 9,10-20050714US5635531ACHEN SHU-HUI [US]19970603XX

  摘要：

  公开号：

  WO2005030150A3
• 作为产物：
  描述：

  sidechain 在 二乙胺基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 tert-butyl N-[(3S)-1-fluoro-5-methyl-1-oxo-2-(phenylmethoxymethoxy)hexan-3-yl]carbamate
  参考文献：
  名称：

  [EN] 9,10-alpha,alpha-OH-TAXANE ANALOGS AND METHODS FOR PRODUCTION THEREOF
  [FR] ANALOGUES DE 9,10-20050714US5635531ACHEN SHU-HUI [US]19970603XX

  摘要：

  公开号：

  WO2005030150A3

文献信息

• 9,10-α,α-OH-taxane analogs and methods for production thereof
  申请人：Tapestry Pharmaceuticals, Inc.

  公开号：US10238621B2

  公开（公告）日：2019-03-26

  Provided herein are compounds, compositions containing the compounds, and methods for the treatment of cancer in a cancer patient. In particular, the compounds are made by a process comprising treating a first compound represented by either Formula G′ or Formula M′: with a second compound of generalized formula R8R9C(OCH3)2 and an acid selected from the group consisting of camphor sulfonic acid (CSA), p-toluene sulfonic acid (PTSA), hydrochloric acid (HCl) and acetic acid (AcOH), wherein R1 and R2 are each selected from H, an alkyl group, an olefinic group, an aromatic group, an O-alkyl group, an O-olefinic group, or an O-aromatic group; R7 is an alkyl group, an olefinic group, or an aromatic group; P1 is a hydroxyl protecting group; P5 is H or an acid labile protecting group at the 7-O position; R8 is H, alkyl group, olefinic or aromatic group; and R9 is: H, alkyl group, olefinic or aromatic or is as defined in the specification.

  本文提供了用于治疗癌症患者癌症的化合物、含有该化合物的组合物和方法。特别是，这些化合物的制造过程包括处理由式 G′或式 M′代表的第一种化合物： 用通式 R8R9C(OCH3)2 的第二种化合物和选自樟脑磺酸 (CSA)、对甲苯磺酸 (PTSA)、盐酸 (HCl) 和乙酸 (AcOH) 的一组酸，其中 R1 和 R2 各自选自 H、烷基、烯烃基、芳香基、O-烷基、O-烯烃基或 O-芳香基；R7 是烷基、烯烃基或芳香族基团；P1 是羟基保护基团；P5 是 H 或位于 7-O 位的易酸保护基团；R8 是 H、烷基、烯烃基或芳香族基团；以及 R9 是：H、烷基、烯烃基或芳香基，或如说明书中所定义。
• Novel Compounds and Methods for Forming Taxanes and Using the Same
  申请人：Henri John T.

  公开号：US20090156828A1

  公开（公告）日：2009-06-18

  The present invention is broadly directed to novel compounds useful for the synthesis of biologically active compounds. More particularly, the present embodiments disclosed herein relate to novel side chains, that when coupled to a taxane, are useful for the synthesis of pharmaceutically useful taxanes. Methods of forming the novel side chains and coupling them to hindered alcohols, namely taxanes resulting in useful esters are also disclosed. Various taxanes compounds are known to exhibit anti-tumor activity.
• 9, 10-Alpha, Alpha-OH-Taxane Analogs and Methods for Production Thereof
  申请人：ZYGMUNT Jan

  公开号：US20100324128A1

  公开（公告）日：2010-12-23

  The present invention relates to a method for the treatment of cancer in a cancer patient. In particular, the invention provides a method for the treatment comprising administering a taxane compound to a cancer patient, wherein the taxane compound is made by a process comprising treating a first compound represented by either Formula G′ or Formula M′: with a second compound of generalized formula R 8 R 9 C(OCH 3 ) 2 and an acid selected from the group consisting of camphor sulfonic acid (CSA), p-toluene sulfonic acid (PTSA), hydrochloric acid (HCl) and acetic acid (AcOH), wherein R 1 and R 2 are each selected from H, an alkyl group, an olefinic group, an aromatic group, an O-alkyl group, an O-olefinic group, or an O-aromatic group; R 7 is an alkyl group, an olefinic group, or an aromatic group; P 1 is a hydroxyl protecting group; P 5 is H or an acid labile protecting group at the 7-O position; R 8 is H, alkyl group, olefinic or aromatic group; and R 9 is: H, alkyl group, olefinic or aromatic or is as defined in the specification.
• 9,10-Alpha,Alpha-OH-Taxane Analogs and Methods for Production Thereof
  申请人：Tapestry Pharmaceuticals, Inc.

  公开号：US20180125811A1

  公开（公告）日：2018-05-10

  Provided herein are compounds, compositions containing the compounds, and methods for the treatment of cancer in a cancer patient. In particular, the compounds are made by a process comprising treating a first compound represented by either Formula G′ or Formula M′: with a second compound of generalized formula R 8 R 9 C(OCH 3 ) 2 and an acid selected from the group consisting of camphor sulfonic acid (CSA), p-toluene sulfonic acid (PTSA), hydrochloric acid (HCl) and acetic acid (AcOH), wherein R 1 and R 2 are each selected from H, an alkyl group, an olefinic group, an aromatic group, an O-alkyl group, an O-olefinic group, or an O-aromatic group; R 7 is an alkyl group, an olefinic group, or an aromatic group; P 1 is a hydroxyl protecting group; P 5 is H or an acid labile protecting group at the 7-O position; R 8 is H, alkyl group, olefinic or aromatic group; and R 9 is: H, alkyl group, olefinic or aromatic or is as defined in the specification.
• US7745650B2
  申请人：——

  公开号：US7745650B2

  公开（公告）日：2010-06-29