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Chemical Structure| 15717-45-0 Chemical Structure| 15717-45-0

Structure of 15717-45-0

Chemical Structure| 15717-45-0

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Synonyms: 8-Bromo-2',3',5'-tri-O-acetylguanosine

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Product Details of [ 15717-45-0 ]

CAS No. :15717-45-0
Formula : C16H18BrN5O8
M.W : 488.25
SMILES Code : O=C1C2=C(N(C(Br)=N2)[C@H](O3)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]3COC(C)=O)N=C(N)N1
Synonyms :
8-Bromo-2',3',5'-tri-O-acetylguanosine
MDL No. :MFCD00057036
InChI Key :JLZCAXCVNVVXJL-IDTAVKCVSA-N
Pubchem ID :135440690

Safety of [ 15717-45-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H332
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Application In Synthesis of [ 15717-45-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 15717-45-0 ]

[ 15717-45-0 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 108-24-7 ]
  • [ 4016-63-1 ]
  • [ 15717-45-0 ]
YieldReaction ConditionsOperation in experiment
85% With dmap; triethylamine; In acetonitrile; at 20℃; for 0.5h; Compound 13 (11.0 g, 30.4 mmol) and 4-dimethylaminopyridine (296.9 mg, 2.4 mmol) were dissolved in 100 mL acetonitrile. After slow addition of triethylamine (16.7 mL, 120.0 mmol) and Ac2O (10.0 mL, 106.3 mmol), the mixture continued to stir at room temperature for 30 min. The reaction was quenched by addition of 5 mL MeOH and then the solvent was evaporated in vacuo. The residue was recrystallized from the mixture of 2-propanol and water (v/v, 1:7) to afford 14 as white powder (12.6 g, 85percent), mp 192-196 °C; 1H NMR (400 MHz, CDCl3): delta 11.70 (1H, s), 6.57 (2H, s), 6.37 (1H, s), 6.02 (1H, d, J = 5.2 Hz), 5.96 (1H, d, J = 3.6 Hz), 4.50 (1H, m), 4.34 (2H, t, J = 6.4 Hz), 2.16 (3H, s), 2.14 (3H, s), 2.03 (3H, s). 13CNMR (100 MHz, CDCl3): delta 170.8, 169.6, 169.5, 157.6, 153.7, 152.3, 121.6, 117.7, 88.4, 79.7, 72.2, 70.4, 62.9, 20.7, 20.6, 20.5.
  • 2
  • [ 15717-45-0 ]
  • [ 177991-01-4 ]
  • 8,8',8'',8'''-[methanetetrayl-tetrakis(benzene-4,1-diyl-ethyne-2,1-diyl)]tetrakis(2',3',5'-tri-O-acetylguanosine) [ No CAS ]
  • 4
  • [ 4016-63-1 ]
  • [ 15717-45-0 ]
YieldReaction ConditionsOperation in experiment
With 2-(Dimethylamino)pyridine; acetic anhydride; triethylamine; In acetonitrile; The 9.03 g of <strong>[4016-63-1]8-bromoguanosine</strong> (reference numeral 2 in the chem. 11) thus obtained was placed in a two-necked eggplant-shaped flask, and nitrogen purging of the flask under reduced pressure was repeated three times so that the system was thoroughly purged with nitrogen. To the 9.03 g of <strong>[4016-63-1]8-bromoguanosine</strong> were added 100 mL of acetonitrile, 76 mg of dimethylaminopyridine, 9.46 mL of acetic anhydride, and 13.9 mL of triethylamine. The mixture solution thus prepared was stirred for 1.5 hours at room temperature. After removal of the solvent from the resulting solution on a rotary evaporator, the residue was recrystallized in water to obtain 10.3 g of 8-bromo-2',3',5'-tri-O-acetylguanosine (reference numeral 3 in the chem. 11).
 

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