4-diisopropylsilanylbenzoic acid methyl ester | 344887-78-1

• 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-diisopropylsilanylbenzoic acid methyl ester
• 英文别名: methyl 4-di(propan-2-yl)silylbenzoate
• CAS: 344887-78-1
• 化学式: C₁₄H₂₂O₂Si
• 分子量: 250.413
• InChiKey: WQPAPFAAZQHKLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-diisopropylsilanylbenzoic acid methyl ester 在 LiAlH4 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成 4-(二异丙基硅烷基)-苯基甲醇
  参考文献：
  名称：

  EP1719778

  摘要：

  公开号：
• 作为产物：
  描述：

  4-Diisopropylsilanyl-benzoic acid 在 碳酸氢钠 、 硫酸 作用下， 以 甲醇 、 氯仿 、 乙酸乙酯 为溶剂， 以93%的产率得到4-diisopropylsilanylbenzoic acid methyl ester
  参考文献：
  名称：

  EP1719778

  摘要：

  公开号：

文献信息

• 3'-End Nucleoside Unit Comprising Phosphoramidite
  申请人：Sekine Mitsuo

  公开号：US20080039620A1

  公开（公告）日：2008-02-14

  The purpose of the present invention is therefore to provide a method for binding a 3′-end nucleoside unit comprising any base to a hydroxyl group on a solid-phase support under completely the same condition as in DNA chain elongation reaction. The present invention relates to a 3′-end nucleoside unit comprising phosphoramidite that is a compound represented by the following formula: (N)—O—(R1)Si(R2)-(C 6 H 4 )—(CH 2 ) n -O—P(OR3)N(R4)(R5)  (I) wherein (N) represents any nucleoside or its derivative, each of R1, R2, R4 and R5 is an alkyl or aryl group, R3 is a phosphate-protecting group, and n is an integer of from 1 to 5; a solid-phase support having said 3′-end nucleoside unit; and a method for the synthesis of a nucleic acid oligomer with the use of said solid-phase support.

  本发明的目的是提供一种方法，以完全相同的条件将包含任何碱基的3'-末端核苷酸单元与固相支持体上的羟基结合，就像DNA链延伸反应一样。本发明涉及一种包含磷酰胺酯的3'-末端核苷酸单元，该化合物由以下公式表示：(N)-O-(R1)Si(R2)-(C6H4)-(CH2)n-O-P(OR3)N(R4)(R5) (I)，其中(N)代表任何核苷酸或其衍生物，R1、R2、R4和R5各自是烷基或芳基，R3是磷酸保护基，n为1至5的整数；具有所述3'-末端核苷酸单元的固相支持体；以及使用所述固相支持体合成核酸寡聚体的方法。
• 3′-end nucleoside unit comprising phosphoramidite
  申请人：Japan Science and Technology Agency

  公开号：US07943758B2

  公开（公告）日：2011-05-17

  Methods of synthesizing nucleic acid oligomers on a solid-phase support having a 3′-end nucleoside unit introduced thereon-as represented by formula II: wherein of formula II represents a 2′-deoxyribonucleoside or its N-protected derivative, the substituent —O—(R1)Si(R2)—(C6H3R6)—(CH2)n—O—P(OR3)XO)—(CH2)n is attached at the 3′ position of the sugar moiety of the nucleoside substituent; each of R1 and R2 is an alkyl or optionally substituted aryl group, wherein the optionally substituted aryl group has a substituent selected from the group consisting of C1-4 alkyl, nitro, cyano, halo and methoxyl; R3 is a protecting group; X is S or O; R7 is H or 4,4′-dimethoxytrityl; each n is an integer of from 1 to 5; and the solid-phase support has hydroxyl groups on its surface.

  在固相支持体上合成核酸寡核苷酸的方法，其3'-端核苷酸单元引入如公式II所示： 其中，公式II的表示为2'-脱氧核苷酸或其N-保护衍生物，取代基-O-(R1)Si(R2)-(C6H3R6)-(CH2)n-O-P(OR3)XO)-( )n附加在核苷酸取代基的糖基的3'位置；每个R1和R2是烷基或可选择取代的芳基，其中可选择取代的芳基具有从C1-4烷基，硝基，氰基，卤素和甲氧基组成的取代基；R3是保护基；X是硫或氧；R7是氢或4,4'-二甲氧基三苯甲基；每个n是从1到5的整数；固相支持体在其表面具有羟基。
• Introduction of 3′-Terminal Nucleosides Having a Silyl-Type Linker into Polymer Supports without Base Protection
  作者：Akihiro Ohkubo、Yasuhiro Noma、Katsufumi Aoki、Hirosuke Tsunoda、Kohji Seio、Mitsuo Sekine

  DOI：10.1021/jo9000965

  日期：2009.4.3

  New 3'-terminal deoxyribonucleoside-loading reagents having a silyl-type linker were developed. They were effectively introduced into polymer supports under the conditions of Huisgen [3 + 2] cycloaddition without base protection. Moreover, four unmodified DNA oligomers d[TACCTAAATCCAX] (X = T, A, C, and A) and a base-labile modified DNA 12mer d[A*C*T*C*C*GT*C*T*A*C*G] 16 (A* = 6-N-acetyl-8-aza-7-deaza-2'-deoxyadenosine, C* = 4-N-acetyl-2'-deoxyctydine, T* = 2-thio-T) were successfully synthesized by cleavage of the silyl-type linker using Bu4NF under neutral conditions in our N-unprotected phosphoramidite method. In this paper, we also report a new reaction of chlorination of cytosine base using 1,3-dichloro-5,5-dimethylhydantoin.