2-docosyloxy-9-(4-chlorophenyl)-9-fluorenol | 1245574-81-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-docosyloxy-9-(4-chlorophenyl)-9-fluorenol
• 英文别名: 9-(4-chlorophenyl)-2-docosoxyfluoren-9-ol
• CAS: 1245574-81-5
• 化学式: C₄₁H₅₇ClO₂
• 分子量: 617.355
• InChiKey: VLTPCPJYAROLBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.5
• 重原子数：
  44
• 可旋转键数：
  23
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-docosyloxy-9-(4-chlorophenyl)-9-fluorenol 在 乙酰溴 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以95%的产率得到2-docosyloxy-9-(4-chlorophenyl)-9-bromofluorene
  参考文献：
  名称：

  EP2415744

  摘要：

  公开号：
• 作为产物：
  描述：

  1-溴二十二烷 在 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-docosyloxy-9-(4-chlorophenyl)-9-fluorenol
  参考文献：
  名称：

  EP2415744

  摘要：

  公开号：

文献信息

• FLUORENE COMPOUND
  申请人：TAKAHASHI Daisuke

  公开号：US20100240867A1

  公开（公告）日：2010-09-23

  Particular compounds having a fluorene skeleton are superior in broad utility and stability, as a protecting reagent for liquid phase synthesis of amino acids and/or peptides.

  具有芴骨架的特定化合物在广泛的应用和稳定性方面优越，作为氨基酸和/或肽液相合成的保护试剂。
• Fluorene compound
  申请人：Takahashi Daisuke

  公开号：US08569453B2

  公开（公告）日：2013-10-29

  Particular compounds having a fluorene skeleton are superior in broad utility and stability, as a protecting reagent for liquid phase synthesis of amino acids and/or peptides.

  具有芴骨架的特定化合物在广泛的应用和稳定性方面表现出优越性，作为液相合成氨基酸和/或肽的保护试剂。
• 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。
• PEPTIDE SYNTHESIS METHOD
  申请人：Jitsubo Co., Ltd.

  公开号：EP3778621A1

  公开（公告）日：2021-02-17

  The present invention has an object of shortening the process time and reducing use of a poor solvent for solidifying a carrier (Tag)-peptide component, by removing impurities without conducting solid-liquid separation (condensation, solid-liquid separation and drying operation) of a Tag-peptide component, in an Fmoc method using a Tag for liquid phase peptide synthesis. Provided is the peptide synthesis method that includes the following steps a-d: step a: a carrier-protected amino acid, carrier-protected peptide, or a carrier-protected amino acid amide, and an N-Fmoc-protected amino acid or an N-Fmoc-protected peptide are condensed in an organic solvent or a mixed solution of organic solvents, to obtain an N-Fmoc-carrier-protected peptide, step b: a water-soluble amine is added to the reaction solution after the condensation reaction, step c: the Fmoc group is deprotected from the protected amino group in the presence of a water-soluble amine, and step d: the reaction solution is neutralized by adding an acid, and further, by adding and washing with an acidic aqueous solution, then, by liquid-liquid separation an aqueous layer is removed to obtain an organic layer.

  本发明的目的是在使用 Tag 进行液相肽合成的 Fmoc 方法中，通过去除杂质而不对 Tag 肽组分进行固液分离（缩合、固液分离和干燥操作），从而缩短工艺时间并减少用于固化载体（Tag）-肽组分的劣溶剂的使用。所提供的多肽合成方法包括以下步骤 a-d：步骤 a：在有机溶剂或有机溶剂的混合溶液中缩合载体保护的氨基酸、载体保护的多肽或载体保护的氨基酸酰胺和 N-Fmoc 保护的氨基酸或 N-Fmoc 保护的多肽，得到 N-Fmoc 载体保护的多肽，步骤 b：步骤 c：在水溶性胺的存在下，将 Fmoc 基从受保护的氨基中脱除，步骤 d：加入酸中和反应溶液，并进一步加入酸性水溶液并用其洗涤，然后通过液-液分离除去水层，得到有机层。
• 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.