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Chemical Structure| 666848-11-9 Chemical Structure| 666848-11-9

Structure of 666848-11-9

Chemical Structure| 666848-11-9

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Product Details of [ 666848-11-9 ]

CAS No. :666848-11-9
Formula : C15H26IN3O4Si
M.W : 467.37
SMILES Code : O=C1N=C(N)C(I)=CN1[C@@H]2O[C@H](CO[Si](C)(C(C)(C)C)C)[C@@H](O)C2
MDL No. :MFCD09264239
InChI Key :GKUIXIRTAVPIGD-QJPTWQEYSA-N
Pubchem ID :57352415

Safety of [ 666848-11-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 666848-11-9 ]

* 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.

  • Upstream synthesis route of [ 666848-11-9 ]

[ 666848-11-9 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 611-53-0 ]
  • [ 666848-11-9 ]
YieldReaction ConditionsOperation in experiment
72% With 1H-imidazole; tert-butyldimethylsilyl chloride In N,N-dimethyl-formamide at 0 - 20℃; for 18 h; To a solution of 5-iodo-2'-deoxycytidine (2.2 g, 6.23 mmol) in DMF (130 ml) was added imidazole (467 mg, 6.85 mmol). The mixture was cooled at 0 °C and tertbutyldimethylsilyl chloride (TBDMSC1) (1.33 g, 6.85 mmol) added over 5 minutes. After 18 h at room temperature, the volatiles were evaporated under reduced pressure and the residue purified by flash chromatography on silica gel with EtOAc:MeOH (95:5 to 90:10) to give the expected product (39) (2.10 g, 72percent) together with unreacted starting material (490 mg).1H NMR (d6 DMSO) δ 0.11 (s, 3H, CH3), 0.12 (s, 3H, CH3),0.89 (s, 9H, 3CH3), 1.90 (ddd, J = 13.2, 7.7 and 5.7 Hz, 1H, HH-2’), 2.18 (ddd, J = 13.2, 5.7 and 2.3 Hz, 1H, HH-2’) ,3.72 (dd, J = 11.5, 3.6 Hz, 1H, HH-5’), 3.80 (dd, J = 11.5, 2.8 Hz, 1H, HH-5’), 3.86-3.89 (m, 1H, H-4’), 4.14-4.18 (m, 1H,H-3’), 5.22 (1H, d, J = 4.1 Hz, OH), 6.09 (1H, dd, J = 7.8, 5.8 Hz, H-1’), 6.60 (br s, 1H, NHH), 7.81 (br s, 1H, NHH) , 7.94(s, 1H, H-6); MS (ES): m/z (percent) (M+H) 468 (90percent).
References: [1] Patent: EP2607369, 2015, B1, . Location in patent: Paragraph 0183.
 

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