4-chlorobenzyl bis(N,N-diisopropyl)phosphorodiamidite | 109915-25-5

• 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: 4-chlorobenzyl bis(N,N-diisopropyl)phosphorodiamidite
• 英文别名: 4-chlorobenzyl bis(N,N-diisopropylamino)phosphinite；N-[(4-chlorophenyl)methoxy-[di(propan-2-yl)amino]phosphanyl]-N-propan-2-ylpropan-2-amine
• CAS: 109915-25-5
• 化学式: C₁₉H₃₄ClN₂OP
• 分子量: 372.919
• InChiKey: BZXPRAMDDLELPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (9S,20S)-9,20-bis(hydroxymethyl)-1,4,7,13,16-pentaoxa-10,19-diazacyclohenicosane-8,11,18,21-tetrone 、 4-chlorobenzyl bis(N,N-diisopropyl)phosphorodiamidite 在 四氮唑 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Syntheses of Amino Acid Based Phosphodiester Linkage-Containing Cryptands as well as Diphosphorylated Macrocycles

  摘要：

  The synthesis of two amino acid based phosphodiester linkage-containing cryptands (30 and 44) as well as diphosphorylated macrocycles (28, 29, 32 and 33) are described. Boc-L-Ser(Bn)-OH and/or Boc-D-Ser(Bn)-OH were used for the construction of the construction of the precursors for the diphosphitylation and marcocyclization by phosphitylation. The carboxylic acid groups were connected with a diethylene glycol unit and the amino functionalities were linked using (ethylenedioxy)diacetic acid, oxydiacetic acid, or an isophthalic acid derivative. The LD-cryptands 30 and 44 were obtained after phosphitylation of the precursors 12 and 16, respectively, containing (ethylenedixoy)acetic acid or an isophthalic acid derivative as a bottom-spacer, using 4-chlorobenzyl phosphorodichlorodite followed by oxidation and hydrogenolysis. Phosphitylation of the precursors containing (ethylenedioxy)acetic acid or oxydiacetic acid as bottom-spacers 11-14, using bis(4-chlorobenzyl) N,N-diisopropylphosphoramidite and subsequent oxidation resulted in the corresponding diphosphorylated macrocycles 28, 29, 32, and 33.

  DOI：

  10.1021/jo00088a022
• 作为产物：
  描述：

  二异丙胺 、 4-氯苯甲醇 在 三氯化磷 作用下， 以 二氯甲烷 为溶剂， 以7.88 g的产率得到4-chlorobenzyl bis(N,N-diisopropyl)phosphorodiamidite
  参考文献：
  名称：

  [EN] INTERMEDIATE FOR PREPARING PHOSPHATIDYLETHANOLAMINE AND PREPARATION METHOD OF INTERMEDIATE
  [FR] INTERMÉDIAIRE POUR LA PRÉPARATION DE PHOSPHATIDYLÉTHANOLAMINE ET PROCÉDÉ DE PRÉPARATION D'INTERMÉDIAIRE
  [ZH] 一种用于制备磷脂酰乙醇胺的中间体及其制备方法

  摘要：

  本发明涉及一种用于制备磷脂酰乙醇胺的中间体及其制备方法。具体而言，本发明涉及一种如式(IV)所示的化合物，其中，Ar为取代或非取代的芳基；R1，R2分别独立地为C3-27直链或支链、饱和或不饱和烷基；R3，R4分别独立地为氢或C1-4烷基；Ra为胺基保护基；化合物的构型可以是R型、S型或外消旋型。本发明还特别涉及一种如式(IV)所示的化合物的制备方法，以及由式(IV)所示的化合物制备磷脂酰乙醇胺及其胺基聚乙二醇衍生物的制备方法，该方法具有反应条件温和，选择性高，易于纯化,合成成本低廉等优点，适于大规模生产。

  公开号：

  WO2022253331A1

文献信息

• Synthesis of a cyclic phosphopeptide containing a phosphodiester linkage
  作者：A. H. Van Oijen、C. Erkelens、J. H. Van Boom、R. M. J. Liskamp

  DOI：10.1021/ja00207a019

  日期：1989.12

  En phase liquide, a partir de Tyr-Gly-Phe et de [chloro-4 benzyloxy bis-diisopropylamino] phosphine, synthese d'un phosphopeptide cyclique

  En phaseliquide, a partir de Tyr-Gly-Phe et de [chloro-4 benzyloxy bis-diisopropylamino] 膦, 合成 d'un phosphopeptide cyclique
• MODIFIED DOUBLE-STRANDED POLYNUCLEOTIDE
  申请人：Koizumi Makoto

  公开号：US20120220649A1

  公开（公告）日：2012-08-30

  The present invention provides a double-stranded polynucleotide having a sense strand polynucleotide consisting of a nucleotide sequence complementary to a target sequence in a target gene, and an antisense strand polynucleotide having a nucleotide sequence complementary to the sense strand polynucleotide, wherein an aryl or heteroaryl compound is bound to a phosphate group at the 5′-end of the antisense strand polynucleotide.

  本发明提供了一种双链聚核苷酸，其具有一个具有与目标基因中的目标序列互补的核苷酸序列的正链聚核苷酸，以及一个具有与正链聚核苷酸互补的核苷酸序列的反义链聚核苷酸，其中一种芳基或杂环芳基化合物结合到反义链聚核苷酸的5'-末端的磷酸基团上。
• [EN] 5-FLUOROURACIL COMPOUNDS<br/>[FR] COMPOSÉS DE 5-FLUOROURACILE
  申请人：NUCORION PHARMACEUTICALS INC

  公开号：WO2019143860A1

  公开（公告）日：2019-07-25

  Provided herein are 5-fluorouracil derived acetal and hemiaminal ether compounds, their preparation and their uses, such as treating liver diseases or various types of cancer.

  本文提供了5-氟尿嘧啶衍生的缩醛和半胺醚化合物，它们的制备和用途，例如治疗肝病或各种类型的癌症。
• 2' ,5' -Oligoadenylate analogs
  申请人：Koizumi Makoto

  公开号：US20050261235A1

  公开（公告）日：2005-11-24

  A 2-5A analog represented by the formula (1): wherein m is 0 or 1; n is 0 to 2; R 1 represents an alkoxy group having from 1 to 6 carbon atoms which may be substituted, an unprotected mercapto group, a mercapto group protected by a nucleic acid synthesis protecting group, or an alkylthio group having from 1 to 4 carbon atoms which may be substituted; R 2 , R 3 , R 4 , R 5 and R 6 represent an unprotected hydroxyl group, a hydroxyl group protected by a nucleic acid synthesis protecting group, an alkoxy group having from 1 to 6 carbon atoms which may be substituted, an unprotected mercapto group, a mercapto group protected by a nucleic acid synthesis protecting group, or an alkylthio group having from 1 to 4 carbon atoms which may be substituted; R 7 represents an oxygen atom, or a —O(CH 2 CH 2 O)q-group, wherein q is 2 to 6; R 8 represents a hydrogen atom, an alkyl group having from 1 to 6 carbon atoms which may be substituted, or a 5′-phosphorylated oligonucleotide analog which has one hydroxyl group removed from the 5′-phosphoric acid group; E 1 , E 2 , E 3 and E 4 represent a naturally occurring or modified nucleic acid unit, or a pharmacologically acceptable salt thereof.

  一种由公式（1）表示的2-5A模拟物，其中m为0或1；n为0至2；R1表示具有1至6个碳原子的烷氧基，可以被取代，未保护的巯基，通过核酸合成保护基保护的巯基，或者具有1至4个碳原子的烷硫基，可以被取代；R2、R3、R4、R5和R6表示未保护的羟基，通过核酸合成保护基保护的羟基，具有1至6个碳原子的烷氧基，可以被取代，未保护的巯基，通过核酸合成保护基保护的巯基，或者具有1至4个碳原子的烷硫基，可以被取代；R7表示氧原子，或者-O(CH2CH2O)q-基团，其中q为2至6；R8表示氢原子，具有1至6个碳原子的烷基，可以被取代，或者从5'-磷酸基团中去除一个羟基的5'-磷酸寡核苷酸类似物；E1、E2、E3和E4表示天然或修饰的核酸单元，或其药理学上可接受的盐。
• Modified Single-Stranded Polynucleotide
  申请人：Koizumi Makoto

  公开号：US20130253038A1

  公开（公告）日：2013-09-26

  It is intended to provide a polynucleotide that is resistant to RNase and has an RNA interference effect, etc. The present invention provides a single-stranded polynucleotide that is derived from a double-stranded polynucleotide comprising a sense strand polynucleotide corresponding to a target gene, and an antisense strand polynucleotide having a nucleotide sequence complementary to the sense strand polynucleotide, and has a structure in which the 5′-end of the antisense strand and the 3′-end of the sense strand are linked via a phenyl group-containing linker to form a phosphodiester structure at each of these ends.

  本发明旨在提供一种对RNase具有抗性并具有RNA干扰效应的多核苷酸。本发明提供了一种单链多核苷酸，其源自于包含与目标基因相对应的正义链多核苷酸和具有与正义链多核苷酸互补的核苷酸序列的反义链多核苷酸的双链多核苷酸，且具有一种结构，其中反义链的5'-末端和正义链的3'-末端通过含苯基的连接剂连接形成磷酸二酯结构。