N-(4-hydroxymethyl-3-methoxyphenyl)-3,4,5-tris(octadecyloxy)cyclohexylcarboxamide | 1313025-25-0

• 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: N-(4-hydroxymethyl-3-methoxyphenyl)-3,4,5-tris(octadecyloxy)cyclohexylcarboxamide
• 英文别名: N-(4-hydroxymethyl-3-methoxyphenyl) 3,4,5-tris(octadecyloxy)cyclohexylcarboxamide；N-[4-(hydroxymethyl)-3-methoxyphenyl]-3,4,5-trioctadecoxycyclohexane-1-carboxamide
• CAS: 1313025-25-0
• 化学式: C₆₉H₁₂₉NO₆
• 分子量: 1068.79
• InChiKey: LSGLTQPMFPLCOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  26.9
• 重原子数：
  76
• 可旋转键数：
  58
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  86.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-(3-methoxy-4-methoxycarbonylphenyl)-3,4,5-tris(octadecyloxy)cyclohexylcarboxamide 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 5.0h， 以100%的产率得到N-(4-hydroxymethyl-3-methoxyphenyl)-3,4,5-tris(octadecyloxy)cyclohexylcarboxamide
  参考文献：
  名称：

  EP2518041

  摘要：

  公开号：

文献信息

• BENZYLIC COMPOUND
  申请人：TAKAHASHI Daisuke

  公开号：US20110160433A1

  公开（公告）日：2011-06-30

  The present invention provides a protecting reagent that can be removed in a high yield even under acidic conditions and can afford a resulting product at a high purity in an organic synthesis reaction such as peptide synthesis and the like. The inventive protecting reagent is particular benzylic compound having only one hydroxyl group substituted by an organic group having an aliphatic hydrocarbon group having a carbon number of not less than 14.

  本发明提供了一种保护试剂，即使在酸性条件下也可以高产率地去除，并且可以在有机合成反应（如肽合成等）中获得高纯度的产物。该创新的保护试剂是一种特殊的苄基化合物，其仅有一个羟基被具有不少于14个碳原子编号的脂肪烃基的有机基取代。
• Benzylic compound
  申请人：Takahashi Daisuke

  公开号：US08859732B2

  公开（公告）日：2014-10-14

  The present invention provides a protecting reagent that can be removed in a high yield even under acidic conditions and can afford a resulting product at a high purity in an organic synthesis reaction such as peptide synthesis and the like. The inventive protecting reagent is particular benzylic compound having only one hydroxyl group substituted by an organic group having an aliphatic hydrocarbon group having a carbon number of not less than 14.

  本发明提供了一种保护试剂，即使在酸性条件下也能高收率地去除，并且在有机合成反应中，如肽合成等反应中能够提供高纯度的产物。本发明的保护试剂是一种苯甲基化合物，仅有一个羟基被具有不少于14个碳原子的脂肪烃基的有机基取代。
• METHOD FOR REMOVING FMOC GROUP
  申请人：Ajinomoto Co., Inc.

  公开号：US20140296483A1

  公开（公告）日：2014-10-02

  The present invention relates to a method of removing an Fmoc group, including a step of mixing a compound represented by the formula (I): HS-L-COOH  (I) wherein L is a C 1-8 alkylene group optionally having substituent(s), an amino group-containing compound protected by an Fmoc group, and a base to give a reaction mixture containing a compound represented by the formula (II): Fm-S-L-COOH  (II) wherein Fm is a 9-fluorenylmethyl group, and L is as mentioned above, and an amino group-containing compound, and a step of removing the compound represented by the formula (II) by washing the obtained reaction mixture with a basic aqueous solution. According to the present invention, a removal method of Fmoc group, which can remove a dibenzofulvene derivative as a byproduct with ease, can be provided.

  本发明涉及一种去除Fmoc基团的方法，包括混合式化合物（I）的步骤：HS-L-COOH（I），其中L是一个C1-8烷基链，可选地具有取代基，一种被Fmoc基团保护的氨基化合物和一种碱，以得到一种反应混合物，其中包含一种化合物，其由式（II）表示：Fm-S-L-COOH（II），其中Fm是9-芴甲基基团，L如上所述，还包括一种氨基化合物，以及通过用碱性水溶液洗涤所得到的反应混合物，去除由式（II）表示的化合物。根据本发明，可以提供一种可以轻松去除二苯并富烯衍生物作为副产物的Fmoc基团去除方法。
• BENZYL COMPOUND
  申请人：Ajinomoto Co., Inc.

  公开号：EP2518041A1

  公开（公告）日：2012-10-31

  Provided is a protecting reagent which can undergo deprotection in high yield even under acidic conditions in organic synthesis, e.g., peptide synthesis, and which enables high-purity products to be obtained. The protecting reagent is a benzyl compound represented by formula(I), which has only one hydroxyl group substituted by an organic group comprising an aliphatic hydrocarbon group and having 14 or more carbon atoms in total. [In formula(I), Y represents a hydroxyl group or -NHR (R represents a hydrogen atom, an alkyl, or an aralkyl); Ra represents an organic comprising an aliphatic hydrocarbon group, the total number of carbon atoms of the organic group being 14 or more; the n Rbs each independently represents a C1-6 alkoxy, a halogen atom, or C1-6 alkyl optionally substituted by one or more halogen atoms; and n is an integer of 0-4.]

  本发明提供了一种保护试剂，它在有机合成（如肽合成）中即使在酸性条件下也能高产率地进行脱保护，并能获得高纯度产品。保护试剂是由式（I）表示的苄基化合物，它只有一个羟基，被由脂肪族烃基组成的有机基团取代，总共有 14 个或更多的碳原子。[在式(I)中，Y 代表羟基或-NHR（R 代表氢原子、烷基或芳烷基）；Ra 代表包含脂族烃基的有机物，该有机物的碳原子总数为 14 个或更多；n 个 Rbs 各自独立地代表 C1-6 烷氧基、卤素原子或任选被一个或多个卤素原子取代的 C1-6 烷基；n 为 0-4 的整数。］
• METHOD FOR PRODUCING PEPTIDE CONTINUOUSLY
  申请人：AJINOMOTO CO., INC.

  公开号：US20220041648A1

  公开（公告）日：2022-02-10

  Peptides may be continuously produced by a method including the following steps (1), (A), (2), and (B): (1) performing a condensation reaction in a flow reactor to obtain an N-protected C-protected peptide in which an N-terminal amino group and C-terminal are protected by protecting groups, a side chain functional group is optionally further protected by a protecting group, and at least one of the C-terminal or the side chain functional group is protected by a pseudo-solid-phase protecting group (N-protected C-protected peptide), (A) washing a reaction mixture containing an N-protected C-protected peptide in a flow reactor and separating oil and water to separate an organic layer containing the N-protected C-protected peptide, (2) subjecting an organic layer containing an N-protected C-protected peptide to a reaction to remove a protecting group of an N-terminal amino group in a flow reactor to obtain a C-protected peptide in which an N-terminal amino group is not protected, C-terminal is protected by a protecting group, a side chain functional group is optionally further protected by a protecting group, and at least one of the C-terminal or the side chain functional group is protected by a pseudo-solid-phase protecting group (N-unprotected C-protected peptide), (B) subjecting a reaction mixture containing an N-unprotected C-protected peptide to washing and oil-water separation in a flow reactor to separate an organic layer containing the N-unprotected C-protected peptide.