3'-O-(2-Methoxyethyl)adenosine

3'-O-(2-Methoxyethyl)adenosine 구조식 이미지
카스 번호:
303197-30-0
상품명:
3'-O-(2-Methoxyethyl)adenosine
동의어(영문):
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
분자식:
C13H19N5O5
포뮬러 무게:
325.32
MOL 파일:
303197-30-0.mol

3'-O-(2-Methoxyethyl)adenosine 속성

끓는 점
639.0±65.0 °C(Predicted)
밀도
1.70±0.1 g/cm3(Predicted)
용해도
DCM에 용해됨
산도 계수 (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

안전

3'-O-(2-Methoxyethyl)adenosine C화학적 특성, 용도, 생산

개요

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.

용도

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

3'-O-(2-Methoxyethyl)adenosine 준비 용품 및 원자재

원자재

준비 용품


3'-O-(2-Methoxyethyl)adenosine 공급 업체

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