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3'-O-(2-Methoxyethyl)adenosine

Product Name
3'-O-(2-Methoxyethyl)adenosine
CAS No.
303197-30-0
Chemical Name
3'-O-(2-Methoxyethyl)adenosine
Synonyms
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
Molecular Formula
C13H19N5O5
Formula Weight
325.32
MOL File
303197-30-0.mol
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3'-O-(2-Methoxyethyl)adenosine Property

Boiling point:
639.0±65.0 °C(Predicted)
Density 
1.70±0.1 g/cm3(Predicted)
solubility 
DCM
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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M304265
Product name
3''-O-(2-Methoxyethyl)adenosine
Packaging
250mg
Price
$1320
Updated
2021/12/16
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3'-O-(2-Methoxyethyl)adenosine Chemical Properties,Usage,Production

Description

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.

Uses

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

Synthesis

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%.

3'-O-(2-Methoxyethyl)adenosine Preparation Products And Raw materials

Raw materials

Preparation Products

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3'-O-(2-Methoxyethyl)adenosine Suppliers

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303197-30-0, 3'-O-(2-Methoxyethyl)adenosineRelated Search:


  • 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
  • 303197-30-0