3'-O-(2-Methoxyethyl)adenosine

 化学構造式
303197-30-0
CAS番号.
303197-30-0
化学名:
别名:
英語名:
3'-O-(2-Methoxyethyl)adenosine
英語别名:
3'-MOE-Adenosine;-O-(2-Methoxyethyl)adenosine;3'-O-(2-Methoxyethyl)adenosine;3'-O-(2-Methoxyethyl)adeno sine;Adenosine, 3'-O-(2-methoxyethyl)-;(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-4-(2-methoxyethoxy)tetrahydrofuran-3-ol
CBNumber:
CB73334255
化学式:
C13H19N5O5
分子量:
325.32
MOL File:
303197-30-0.mol

3'-O-(2-Methoxyethyl)adenosine 物理性質

沸点 :
639.0±65.0 °C(Predicted)
比重(密度) :
1.70±0.1 g/cm3(Predicted)
溶解性:
DCM
酸解離定数(Pka):
12.97±0.70(Predicted)
InChI:
InChI=1S/C13H19N5O5/c1-21-2-3-22-10-7(4-19)23-13(9(10)20)18-6-17-8-11(14)15-5-16-12(8)18/h5-7,9-10,13,19-20H,2-4H2,1H3,(H2,14,15,16)/t7-,9-,10-,13-/m1/s1
InChIKey:
RHVMAYVXDAXYHR-QYVSTXNMSA-N
SMILES:
OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2)[C@H](O)[C@@H]1OCCOC

安全性情報

3'-O-(2-Methoxyethyl)adenosine 価格

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3'-O-(2-Methoxyethyl)adenosine 化学特性,用途語,生産方法

説明

3'-O-(2-Methoxyethyl)adenosine is an adenosine analogue. Adenosine analogs mostly act as smooth muscle vasodilators and have also been shown to inhibit cancer progression.

使用

3''-O-(2-Methoxyethyl)adenosine is an adenosine derivative as building blocks for cross-linking oligonucleotides.

合成

26.0 g of ((2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-(benzoyloxy)-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)methyl benzoate was weighed, and 8.1 g of adenine was suspended in 250 mL of acetonitrile and 1,2-dichloroethane, and the temperature was lowered to 10 ° C. Add 26.1g of tin tetrachloride. After the completion of the dropwise addition, the reaction was stirred at 25 °C. After the completion of the reaction by HPLC, it was quenched with water. The reaction mixture was diluted with methylene chloride, washed with water, and evaporated. The evaporated crude product was dissolved in 200 mL of methanol / aqueous ammonia and stirred at 25 ° C overnight. After completion of the reaction, the mixture was concentrated and purified to give the product 3'-O-methoxyethyl adenosine 12.1 g, purity 99.6%, yield 70%.
説明図

3'-O-(2-Methoxyethyl)adenosine 上流と下流の製品情報

原材料

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3'-O-(2-Methoxyethyl)adenosine 生産企業

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  • 303197-30-0
  • 3'-O-(2-Methoxyethyl)adenosine
  • -O-(2-Methoxyethyl)adenosine
  • 3'-MOE-Adenosine
  • Adenosine, 3'-O-(2-methoxyethyl)-
  • (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-4-(2-methoxyethoxy)tetrahydrofuran-3-ol
  • 3'-O-(2-Methoxyethyl)adeno sine
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