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ChemicalBook--->CAS DataBase List--->31383-66-1

31383-66-1

31383-66-1 Structure

31383-66-1 Structure
IdentificationBack Directory
[Name]

1-[(2-Hydroxyethoxy)Methyl]adenine
[CAS]

31383-66-1
[Synonyms]

AcycloA
9-[(2-hydroxyethoxy)methyl]adenine
1-[(2-Hydroxyethoxy)Methyl]adenine
2-((6-AMino-1H-purin-1-yl)Methoxy)ethanol
2-[(6-Amino-9H-purin-9-yl)methoxy]ethanol
Ethanol, 2-[(6-amino-9H-purin-9-yl)methoxy]-
[Molecular Formula]

C8H11N5O2
[MDL Number]

MFCD28134510
[MOL File]

31383-66-1.mol
[Molecular Weight]

209.21
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C(protect from light)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

1-[(2-Hydroxyethoxy)Methyl]adenine(31383-66-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-((6-Chloro-9H-purin-9-yl)methoxy)ethyl acetate

81777-47-1

1-[(2-Hydroxyethoxy)Methyl]adenine

31383-66-1

General procedure for the synthesis of 2-((6-amino-1H-purin-1-yl)methoxy)ethanol from the compound (CAS: 81777-47-1): compound 15 (0.65 g, 2.4 mmol) was dissolved in saturated methanol-ammonia solution (15 mL), and the solution was transferred to a steel tube and sealed. Subsequently, the sealed steel tube was placed in an oil bath preheated to 150 °C and reacted for 24 hours. After completion of the reaction, it was cooled to room temperature, the steel tube was opened and the reaction mixture was removed. The mixture was concentrated to dryness and the resulting crude product was purified by silica gel column chromatography (eluent: dichloromethane/methanol, 90/10, v/v) to afford compound 16 in white solid form in 78% yield. The 1H-NMR (200 MHz, DMSO-d6) data of compound 16 were as follows: δ 3.46-3.53 (4H, m, 2×CH2); 4.67 (1H, t, OH); 5.55 (2H, s, OCH2N); 7.28 (2H, br s, NH2); 8.17 (1H, s, H-2); 8.27 (1H, s, H -8).ESI MS: m/z 210.1 Da [M + H]+, molecular formula C8H11N5O2, molecular weight 209.21.

[References]

[1] European Journal of Medicinal Chemistry, 2012, vol. 54, p. 202 - 209
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