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[ CAS No. 464-05-1 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 464-05-1
Chemical Structure| 464-05-1
Structure of 464-05-1 *Storage: {[proInfo.prStorage]}

Quality Control of [ 464-05-1 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 464-05-1 ]

SDS

Product Details of [ 464-05-1 ]

CAS No. :464-05-1MDL No. :MFCD00013072
Formula :C7H6F3NO2Boiling Point :72.2°C at 760 mmHg
Linear Structure Formula :-InChI Key :N/A
M.W :193.12Pubchem ID :-
Synonyms :

Computed Properties of [ 464-05-1 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 464-05-1 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P301 P312-P302 P352-P304 P340-P305 P351 P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 464-05-1 ]

  • Downstream synthetic route of [ 464-05-1 ]

[ 464-05-1 ] Synthesis Path-Downstream   1~10

  • 1
  • (2R,3R,4R,5R)-5-[6-(benzoylamino)-9H-purin-9-yl]-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ylhydrogenphosphonate [ No CAS ]
  • (1S,2R,3S,5R)-5-(6-benzamido-9H-purin-9-yl)-3-(bis(4-methoxyphenyl)(phenyl)methoxy)-2-((tert-butyldimethylsilyl)oxy)cyclopentyl (2-cyanoethyl) diisopropylphosphoramidite [ No CAS ]
  • [ 464-05-1 ]
  • [ 1066-33-7 ]
  • (2R,3R,4R,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((((((1S,2R,3S,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((tert-butyldimethylsilyl)oxy)-3-hydroxycyclopentyl)oxy)(2-cyanoethoxy)phosphorothioyl)oxy)methyl)-4-fluorotetrahydrofuran-3-yl hydrogen phosphonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
13% Step 1: Synthesis of (2R,3R,4R,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((((((1S,2R,3S,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((tert-butyldimethylsilyl)oxy)-3-hydroxycyclopentyl)oxy)(2-cyanoethoxy)phosphorothioyl)oxy)methyl)-4-fluorotetrahydrofuran-3-yl hydrogen phosphonate (C-1) To a round bottom flask, equipped with a magnetic stirbar, was added the H-phosphonate B-4 (1.0 g, 2.29 mmol) and [464-05-1]pyridinium trifluoroacetate (1.77 g, 9.15 mmol). The solids were taken up in anhydrous MeCN (10 mL*2) and concentrated under vacuum. The residue was re-dissolved in anhydrous MeCN (30 mL) and 3 A molecular sieves (4.0 g) were added. The solution was stirred for 30 minutes at which point phosphoramidite A-7 (2.67 g, 2.74 mmol) was added. The reaction was stirred at rt for 1.5 hours during which a homogeneous solution was obtained. To the reaction was added DDTT (493 mg, 2.40 mmol) and the reaction was allowed to stir at rt overnight. The reaction was filtered and the solids washed with MeOH/DCM (1:1). The filtrate was concentrated under vacuum followed by trituration with n-hexane/TBME (1:1). The crude residue thus obtained was purified via preparatory high performance liquid chromatography (Phenomenex Synergi Max-RP 150*50 mm*10 mum, 20% MeCN/H2O with 10 mM NH4HCO3 to 50% MeCN/H2O with 10 mM NH4HCO3, 120 mL/min) to afford C-1 (390 mg, 13%) as a white solid. LCMS [M+H]=1038 observed; 31P NMR (162 MHz, METHANOL-d4) delta ppm=68.24 (s, 1P), 67.74 (s, 1P), 2.95 (s, 1P), 2.71 (s, 1P).
  • 2
  • [ 768-90-1 ]
  • [ 464-05-1 ]
  • 2-(adamantan-1-yl)pyridine [ No CAS ]
  • [ 60159-38-8 ]
  • 3
  • C53H66N7O8PSi [ No CAS ]
  • [ 464-05-1 ]
  • C44H50N5O9PSi*C5H5N [ No CAS ]
YieldReaction ConditionsOperation in experiment
To a solution of 2n (813 mg, 0.898 mmol) in water and acetonitrile was added [464-05-1]pyridinium trifluoroacetate (208.18 mg, 1.078 mmol) at room temperature. t-Butylamine (3.44 mL) was added. The resulting mixture was stirred at room temperature for 20 mm.The mixture was concentrated to afford the crude product 2o (836.39 mg, 0.898 mmol, crude) as a yellow solid, which was co-evaporated with CH2C12 (3x) and used directly for the following step.
  • 4
  • C54H67N6O8PSi [ No CAS ]
  • [ 464-05-1 ]
  • C45H51N4O9PSi*C5H5N [ No CAS ]
YieldReaction ConditionsOperation in experiment
To a solution of compound 11(1.76 g, 1.783 mmol) in CH3CN (10.0 mL) and water (64.236 uL, 3.56 mmol) was added [464-05-1]pyridinium trifluoroacetate (413.16 mg, 2.14 mmol).After 5 mi tert-butylamine (10.0 mL) was added and the reaction mixture was stirred for15 mm at room temperature. The mixture was concentrated under reduced pressure toafford a white foam. The residue was dissolved in CH3CN (10.0 mL) and concentrated to afford a foam, and this process was repeated one more time to give compound im (1.82 g, crude) as a white foam, which was used for the next step without further purification.
  • 5
  • C45H56N7O9P [ No CAS ]
  • [ 464-05-1 ]
  • C36H40N5O10P*C5H5N [ No CAS ]
YieldReaction ConditionsOperation in experiment
To a solution of le (9.5 g, 10.92 mmol) and water (393.464 mg, 21.84 mmol) in dry CH3CN (38 mL) was added [464-05-1]pyridinium trifluoroacetate (2.531 g, 13.10 mmol) at room temperature. t-Butylamine (38 mL) was added. The resulting mixture was stirred at 15 C for 20 min. The mixture was concentrated to afford If (8.876 g, crude) as a white solid. The crude product was used directly for the next step.
  • 6
  • [ 464-05-1 ]
  • C23H32N5O7PSi*C5H5N [ No CAS ]
  • 7
  • [ 464-05-1 ]
  • C22H26N10O13P2(2-)*2Na(1+) [ No CAS ]
  • 8
  • [ 464-05-1 ]
  • C22H28N10O13P2*2H3N [ No CAS ]
  • 9
  • [ 464-05-1 ]
  • (2R,3R,4R,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-fluorotetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite [ No CAS ]
  • C17H17FN5O6P*C5H5N [ No CAS ]
  • 10
  • [ 464-05-1 ]
  • (2R,3R,4R,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-fluorotetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite [ No CAS ]
  • C38H35FN5O8P*C5H5N [ No CAS ]
YieldReaction ConditionsOperation in experiment
91.0% [63] example 5 Step 1: preparation of compound 5b To a solution of DMT-2'-F-dA(Bz)-CE phosphoramidite 5a (2.20 g, 2.51 mmol) in CH3CN (12.0 mL) was added water (90.5 mg, 5.02 mmol, 2.0 eq) and [464-05-1]pyridinium trifluoroacetate (582.1 mg, 3.01 mmol, 1.2 eq). The mixture was stirred at 25 C for 5 min. Then tert-butylamine (12.0 mL) was added and the reaction mixture was stirred at 25 C for 15 min. The mixture was concentrated under reduced pressure to give a foam, which was dissolved in CH3CN (10.0 mL) and concentrated again to afford compound 5b (1.69 g, 2.29 mmol, 91.0% yield) as a white foam. ESI-MS: m/z 740.2 [M + H]+.
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