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Chemical Structure| 100644-68-6 Chemical Structure| 100644-68-6

Structure of 100644-68-6

Chemical Structure| 100644-68-6

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Product Details of [ 100644-68-6 ]

CAS No. :100644-68-6
Formula : C27H27N5O6
M.W : 517.53
SMILES Code : O=C(O[C@@H]1[C@@H](COC(C2=CC=C(C)C=C2)=O)O[C@H](N3N=CC4=C(OC)N=C(N)N=C43)C1)C5=CC=C(C)C=C5

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Application In Synthesis of [ 100644-68-6 ]

* 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 [ 100644-68-6 ]

[ 100644-68-6 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 3056-12-0 ]
  • [ 100644-67-5 ]
  • [ 109737-90-8 ]
  • [ 100644-68-6 ]
  • 2
  • [ 3056-12-0 ]
  • [ 100644-67-5 ]
  • [ 109737-90-8 ]
  • [ 100644-68-6 ]
  • 6-amino-1-(2'-deoxy-3',5'-di-O-(p-toluoyl)-α-D-erythro-pentofuranosyl)-4-methoxy-1H-pyrazolo<3,4-d>pyrimidine [ No CAS ]
  • 3
  • [ 4330-21-6 ]
  • [ 100644-67-5 ]
  • [ 100644-68-6 ]
  • 4
  • [ 4330-21-6 ]
  • [ 100644-67-5 ]
  • 6-amino-4-methoxy-1-(2-deoxy-3,5-di-(O-p-toluoyl)-α-D-ribofuranosyl)-1H-pyrazolo[3,4-d]pyrimidine [ No CAS ]
  • [ 100644-68-6 ]
YieldReaction ConditionsOperation in experiment
11%; 52% To a stirred suspension of tris[2-(2-methoxyethoxy)ethyl]amine (TDA-1) (411 mg, 1.3 mmol, 0.03 eq) and finely grounded KOH (6.6 g, 118.7 mmol, 2.8 eq) in anhydrous acetonitrile (200 mL) was added6-amino-4-methoxy-1H-pyrazolo-[3.4-d]pyrimidine (purine base A, 7.0 g, 42.4 mmol, 1.0 eq). The reactionmixture was stirred for another 15 min. 2-Deoxy-3,5-di-O-(p-toluoyl)--D-erythro-pentfuranosyl chloride(ribose II) (24.7 g, 63.6 mmol, 1.5 eq) was added, and the reaction mixture was stirred at room temperaturefor an additional 30 min. Upon completion of the reaction as monitored by TLC, the reaction mixturewas diluted with ethyl acetate (100 mL) and washed with saturated ammonium chloride solution. Theaqueous layer was extracted with ethyl acetate. The combined organic layer was washed with saturatedbrines solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. Theresulting residue was purified by column chromatography to afford two products. The compound elutingfirst was -isomer 29 (11.4 g, 52%) as a white solid with an HPLC purity of 97.1%. Rf = 0.4 (petroleumether±ethyl acetate = 3:1). The compound eluting last was-isomer 28 (2.4 g, 11%) as a white foam withan HPLC purity of 96%. Rf = 0.35 (petroleum ether±ethyl acetate = 3:1).
 

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