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
- Molecular Weight:
- 325.32
- MDL Number:
- MFCD31537261
- MOL File:
- 303197-30-0.mol
| 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 |
3'-O-(2-Methoxyethyl)adenosine Chemical Properties,Uses,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
3'-O-(2-Methoxyethyl)adenosine Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| PANNACEAN(HENAN)MEDICINE SCIENCE TECHNOLOGIES LTD | 0371-55159968 18137130222 | haifeng.zhang@pannacean.com | China | 409 | 58 |
| Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | admin@nexconn.com | China | 10248 | 58 |
| SHANGHAI T&W PHARMACEUTICAL CO., LTD. | +86-021-61551413 +8618813727289 | contact@trustwe.com | China | 5738 | 58 |
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| Panaishen (Henan) Pharmaceutical Science and Technology Co. , Ltd. | 0371-65325800 13700860222 | haifeng.zhang@pannacean.com | China | 397 | 58 |
| T&W GROUP | 021-61551611 13296011611 | contact@trustwe.com | China | 9900 | 58 |
| Nanjing Baifuli Technology Co., Ltd. | 25-25-58740604 15951658055 | sales@unisyn.cn | China | 538 | 58 |
| Zhengzhou Granlen Sciences, ltd. | 0371-85513397 | info@granlen.com | China | 1842 | 58 |
| BOC Sciences | 16314854226 | inquiry@bocsci.com | United States | 9713 | 58 |