(2R,3S,4S)-1-O-<(1,1-Dimethylethyl)dimethylsilyl>-2-hydroxy-6-methyl-3,4-O-(1-methylethylidene)hept-5-ene | 154976-38-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4S)-1-O-<(1,1-Dimethylethyl)dimethylsilyl>-2-hydroxy-6-methyl-3,4-O-(1-methylethylidene)hept-5-ene
• 英文别名: (2R,3S,4S)-1-tert-butyldimethylsilyloxy-3,4-isopropylidenedioxy-6-methyl-5-hepten-2-ol；(2R,3S,4S)-1-O-[(1,1-Dimethylethyl)dimethylsilyl]-2-hydroxy-6-methyl-3,4-O-(1-methylethylidene)hept-5-ene；(1R)-2-[tert-butyl(dimethyl)silyl]oxy-1-[(4R,5S)-2,2-dimethyl-5-(2-methylprop-1-enyl)-1,3-dioxolan-4-yl]ethanol
• CAS: 154976-38-2
• 化学式: C₁₇H₃₄O₄Si
• 分子量: 330.54
• InChiKey: RINHJOBWPBOMEJ-QLFBSQMISA-N

物化性质

• 沸点：
  372.9±37.0 °C(Predicted)
• 密度：
  0.984±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S)-1-O-<(1,1-Dimethylethyl)dimethylsilyl>-2-hydroxy-6-methyl-3,4-O-(1-methylethylidene)hept-5-ene 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 生成 (3S,4S)-1-O-<(1,1-Dimethylethyl)dimethylsilyl>-2-hydroxy-6-methyl-3,4-O-(1-methylethylidene)hept-5-en-2-one
  参考文献：
  名称：

  用于研究DNA和RNA的特殊氘代核苷酸的一般合成。

  摘要：

  描述了用于制备在1'，4'或5'位置掺入氘的核糖核苷酸和脱氧核糖核苷酸的有效方法。通过化学合成制备了三种中间体-[1-2H] -D-核糖，[4-2H] -D-核糖和[5-2H（2）]-D-核糖，随后通过以下方法转化为核糖核苷酸和脱氧核糖核苷酸酶促反应。获得毫克量的所需产物，平均氘含量为96 +/- 1％。

  DOI：

  10.1016/s0960-894x(02)00650-9
• 作为产物：
  描述：

  卡培他滨杂质25 在 4-二甲氨基吡啶 、 硫酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,3S,4S)-1-O-<(1,1-Dimethylethyl)dimethylsilyl>-2-hydroxy-6-methyl-3,4-O-(1-methylethylidene)hept-5-ene
  参考文献：
  名称：

  用于研究DNA和RNA的特殊氘代核苷酸的一般合成。

  摘要：

  描述了用于制备在1'，4'或5'位置掺入氘的核糖核苷酸和脱氧核糖核苷酸的有效方法。通过化学合成制备了三种中间体-[1-2H] -D-核糖，[4-2H] -D-核糖和[5-2H（2）]-D-核糖，随后通过以下方法转化为核糖核苷酸和脱氧核糖核苷酸酶促反应。获得毫克量的所需产物，平均氘含量为96 +/- 1％。

  DOI：

  10.1016/s0960-894x(02)00650-9

文献信息

• [EN] SUBSTITUTED NUCLEOSIDES, NUCLEOTIDES AND ANALOGS THEREOF<br/>[FR] NUCLÉOSIDES SUBSTITUÉS, NUCLÉOTIDES ET ANALOGUES DE CEUX-CI
  申请人：ALIOS BIOPHARMA INC

  公开号：WO2016100569A1

  公开（公告）日：2016-06-23

  Disclosed herein are nucleosides, nucleotides and nucleotide analogs, methods of synthesizing the same and methods of treating diseases and/or conditions such as a Picornavirus infection with one or more nucleosides, nucleotides and nucleotide analogs.

  本文披露了核苷、核苷酸和核苷酸类似物，其合成方法以及利用一个或多个核苷、核苷酸和核苷酸类似物治疗如小核糖核酸病毒感染等疾病和/或症状的方法。
• Synthesis of 4′-Trifluoromethyl Nucleoside Analogs
  作者：Janusz Kozak、Carl R. Johnson

  DOI：10.1080/07328319808004312

  日期：1998.12

  A strategy based on the use of (trifluoromethyl)trimethylsilane for introduction of the trifluoromethyl group at the C-4 of ribose has been developed and utilized in the synthesis of various novel 4'-trifluoromethylated nucleoside analogs. Screening of these analogs against HN did not reveal significant biological activity.
• General Approach to the Synthesis of Specifically Deuterium-Labeled Nucleosides
  作者：James J. De Voss、Jon J. Hangeland、Craig A. Townsend

  DOI：10.1021/jo00089a013

  日期：1994.5

  Starting from D-(-)-ribose, a set of synthetic routes sharing common intermediates has been developed and exemplified in [5'-H-2(2)]-, [4'-H-2]-, [1'-H-2]-, (5'R)-[5'-H-2]-, and (5'S)-[5'-H-2]-N-4-benzoylcytidine and, by deoxygenation, their corresponding 2'-deoxynucleosides. These syntheses provide convenient access to millimolar quantities of deuterium/tritium-labeled natural or unnatural nucleosides for direct use or automated oligonucleotide synthesis.
• [EN] COMPOUNDS AND METHODS FOR TREATING DISEASE<br/>[FR] COMPOSÉS ET MÉTHODES POUR TRAITER UNE MALADIE
  申请人：[en]ROME THERAPEUTICS, INC.

  公开号：WO2023178133A1

  公开（公告）日：2023-09-21

  The invention provides compounds, compositions and methods for treating medical disorders, such as cancer, an autoimmune disorder, and/or a neurological disorder, and inhibiting LINE1 reverse transcriptase and/or HERV-K reverse transcriptase using a compound according to Formula I or a pharmaceutically acceptable salt thereof, or a related compound provided herein.
• A general synthesis of specifically deuterated nucleotides for studies of DNA and RNA
  作者：Bingzi Chen、Elizabeth R. Jamieson、Thomas D. Tullius

  DOI：10.1016/s0960-894x(02)00650-9

  日期：2002.11

  ribonucleotides and deoxyribonucleotides with deuterium incorporated at the 1', 4', or 5' position. Three intermediates-[1-2H]-D-ribose, [4-2H]-D-ribose, and [5-2H(2)]-D-ribose-were prepared by chemical synthesis and subsequently converted to ribonucleotides and deoxyribonucleotides via enzymatic reactions. Milligram quantities of the desired products were obtained with an average deuterium content of 96+/-1%

  描述了用于制备在1'，4'或5'位置掺入氘的核糖核苷酸和脱氧核糖核苷酸的有效方法。通过化学合成制备了三种中间体-[1-2H] -D-核糖，[4-2H] -D-核糖和[5-2H（2）]-D-核糖，随后通过以下方法转化为核糖核苷酸和脱氧核糖核苷酸酶促反应。获得毫克量的所需产物，平均氘含量为96 +/- 1％。