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[ CAS No. 146954-75-8 ] {[proInfo.proName]}

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Chemical Structure| 146954-75-8
Chemical Structure| 146954-75-8
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Product Details of [ 146954-75-8 ]

CAS No. :146954-75-8 MDL No. :MFCD11113919
Formula : C39H46FN4O8P Boiling Point : -
Linear Structure Formula :- InChI Key :HQHQPAYRJJMYQX-DJTPZYMWSA-N
M.W : 748.78 Pubchem ID :9810693
Synonyms :
2'-F-dU Phosphoramidite
Chemical Name :(2R,3R,4R,5R)-2-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluorotetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite

Safety of [ 146954-75-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 146954-75-8 ]

* 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 [ 146954-75-8 ]

[ 146954-75-8 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 102691-36-1 ]
  • [ 146954-74-7 ]
  • [ 146954-75-8 ]
YieldReaction ConditionsOperation in experiment
67.3% With 1H-tetrazole; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere 5’-O-(4,4’-Dimethoxytrityl)-2’-deoxy-2’-fluorouridine (3.00 g, 5.47 mmol) obtained in Preparation Example 27-(1)was dissolved in anhydrous dichloromethane (50 ml) under an argon atmosphere, N,N-diisopropylethylamine (0.55 ml,3.18 mmol), 1H-tetrazole (0.45 g, 6.45 mmol) and 2-cyanoethyl-N,N,N’,N’-tetraisopropylphosphordiamidite (1.92 g, 6.36mmol) were added, and the mixture was stirred at room temperature overnight. The completion of the reaction wasconfirmed, 5percent aqueous sodium hydrogen carbonate solution (20 ml) was added to the reaction mixture to allow layerseparation, and the organic layer was washed with saturated brine (20 ml). The organic layer was dried over sodiumsulfate, the filtrate was concentrated and the obtained crude product was purified by silica gel chromatography (hexane:ethyl acetate=75:25 - 30/70(v/v), containing 3percent triethylamine). The object fractions were collected and concentratedto give the title compound (2.76 g, 67.3percent).
Reference： [1] Patent: EP2816053, 2014, A1, . Location in patent: Paragraph 0371
[2] Patent: US9371353, 2016, B2, . Location in patent: Page/Page column 78
  • 2
  • [ 146954-74-7 ]
  • [ 146954-75-8 ]
Reference： [1] Journal of Medicinal Chemistry, 1993, vol. 36, # 7, p. 831 - 841
  • 3
  • [ 124482-92-4 ]
  • [ 146954-74-7 ]
  • [ 146954-75-8 ]
Reference： [1] Helvetica Chimica Acta, 1997, vol. 80, # 6, p. 1952 - 1971
  • 4
  • [ 40615-36-9 ]
  • [ 146954-75-8 ]
Reference： [1] Helvetica Chimica Acta, 1997, vol. 80, # 6, p. 1952 - 1971
[2] Journal of Medicinal Chemistry, 1993, vol. 36, # 7, p. 831 - 841
  • 5
  • [ 56287-17-3 ]
  • [ 146954-75-8 ]
Reference： [1] Helvetica Chimica Acta, 1997, vol. 80, # 6, p. 1952 - 1971
[2] Journal of Medicinal Chemistry, 1993, vol. 36, # 7, p. 831 - 841
  • 6
  • [ 40615-36-9 ]
  • [ 56287-17-3 ]
  • [ 146954-75-8 ]
Reference： [1] Patent: EP2816053, 2014, A1,
[2] Patent: US9371353, 2016, B2,
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