12-(Methoxymethoxy)dodecanoic acid | 139271-01-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 12-(Methoxymethoxy)dodecanoic acid
• CAS: 139271-01-5
• 化学式: C₁₄H₂₈O₄
• 分子量: 260.374
• InChiKey: JYYLTIWBEHKBRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  12-(Methoxymethoxy)dodecanoic acid 在 4-二甲氨基吡啶 、 2,2'-联吡啶 、 三氟甲磺酸三甲基硅酯 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.5h， 生成 t-butyl 12 hydroxydodecanoate
  参考文献：
  名称：

  The reaction of acetal-type protective groups in combination with TMSOTf and 2,2′-bipyridyl; mild and chemoselective deprotection and direct conversion to other protective groups

  摘要：

  A mild and chemoselective deprotection method of various acetal-type protective groups, such as MOM, MEM, BOM, and SEM ethers, has been developed. The combination of TMSOTf and 2,2'-bipyridyl was very effective for the deprotection, and the reaction proceeded via the formation of pyridinium intermediates, which were hydrolyzed to the corresponding alcohols in good to high yields. The features of this method are mild (almost neutral) reaction conditions and the tolerability of acid-sensitive functional groups. This method is also applicable for the direct conversion of MOM ether to BOM or SEM ether using the appropriate alcohols instead of H2O. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.02.048
• 作为产物：
  描述：

  methyl 12-hydroxydodecanoate 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 12-(Methoxymethoxy)dodecanoic acid
  参考文献：
  名称：

  The reaction of acetal-type protective groups in combination with TMSOTf and 2,2′-bipyridyl; mild and chemoselective deprotection and direct conversion to other protective groups

  摘要：

  A mild and chemoselective deprotection method of various acetal-type protective groups, such as MOM, MEM, BOM, and SEM ethers, has been developed. The combination of TMSOTf and 2,2'-bipyridyl was very effective for the deprotection, and the reaction proceeded via the formation of pyridinium intermediates, which were hydrolyzed to the corresponding alcohols in good to high yields. The features of this method are mild (almost neutral) reaction conditions and the tolerability of acid-sensitive functional groups. This method is also applicable for the direct conversion of MOM ether to BOM or SEM ether using the appropriate alcohols instead of H2O. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.02.048

文献信息

• Radicicol derivatives, their preparation and their anti-tumor activity
  申请人：Sankyo Company, Limited

  公开号：US05597846A1

  公开（公告）日：1997-01-28

  A compound of the formula ##STR1## in which: R.sup.1 and R.sup.2 are independently selected from the group consisting of hydrogen atoms and groups of formula R.sup.3 --CO--, wherein R.sup.3 represents a group selected from the group consisting of unsubstituted alkyl groups having from 9 to 20 carbon atoms; substituted alkyl groups having from 10 to 20 carbon atoms; unsubstituted alkenyl groups having from 9 to 20 carbon atoms; substituted alkenyl group having from 10 to 20 carbon atoms; unsubstituted alkynyl groups having from 8 to 10 carbon atoms; and substituted alkynyl groups having from 8 to 10 carbon atoms wherein R.sup.1 and R.sup.2 are not both hydrogen atoms or acetyl groups. The compounds have antitumor activity.

  该化合物的化学式为##STR1## 其中：R.sup.1和R.sup.2分别选自氢原子和R.sup.3 --CO--的公式组成的群，其中R.sup.3代表从未取代的烷基基团，碳原子数为9至20个；取代的烷基基团，碳原子数为10至20个；从未取代的烯基基团，碳原子数为9至20个；取代的烯基基团，碳原子数为10至20个；从未取代的炔基基团，碳原子数为8至10个；取代的炔基基团，碳原子数为8至10个，其中R.sup.1和R.sup.2不同时为氢原子或乙酰基团。该化合物具有抗肿瘤活性。
• Radicicol derivatives, their preparation and their anti-tumour activity
  申请人：Sankyo Company Limited

  公开号：EP0460950A1

  公开（公告）日：1991-12-11

  Radiacol derivatives in which one or both hydroxy groups are acylated have valuable anti-tumor activity or may be used as chemical intermediates.

  其中一个或两个羟基被酰化的萝卜醇衍生物具有宝贵的抗肿瘤活性，或可用作化学中间体。
• US5597846A
  申请人：——

  公开号：US5597846A

  公开（公告）日：1997-01-28
• US5650430A
  申请人：——

  公开号：US5650430A

  公开（公告）日：1997-07-22
• [EN] RADICICOL DERIVATIVES, THEIR PREPARATION AND THEIR ANTI-TUMOR ACTIVITY
  申请人：SANKYO COMPANY LIMITED

  公开号：WO1991018905A1

  公开（公告）日：1991-12-12

  (EN) Radicicol derivatives in which one or both hydroxy groups are acylated have valuable anti-tumor activity or may be used as chemical intermediates.(FR) Les dérivés radicicoles, dans lesquels au moins l'un des deux groupes hydroxy est acylé, présentent une précieuse activité antitumorale ou peuvent servir de produits chimiques intermédiaires.