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Chemical Structure| 164221-12-9 Chemical Structure| 164221-12-9

Structure of 164221-12-9

Chemical Structure| 164221-12-9

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Product Details of [ 164221-12-9 ]

CAS No. :164221-12-9
Formula : C20H32O
M.W : 288.47
SMILES Code : CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCO

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Application In Synthesis of [ 164221-12-9 ]

* 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.

  • Downstream synthetic route of [ 164221-12-9 ]

[ 164221-12-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 122194-07-4 ]
  • [ 164221-12-9 ]
  • [ 1192949-29-3 ]
YieldReaction ConditionsOperation in experiment
67% A solution of tetrazole in CH3CN (0.45 M, 4.6 ml, 2.07 mmol) was added to a solution of (all-2)-5,8,ll,14,17-eicosapentaen-l-ol (181 mg, 0.63 mmol) and .dimethyl iV^V-diisopropylphosphoramidite (215 mul, 1.00 mmol) in dry CH2Cl2 (15 ml). After 50 minutes of stirring at room temperature under N2-atmosphere the mixture was cooled to 0 C and 50% H2O2 (75 mul) was added. The mixture was stirred <n="33"/>for 75 minutes, diluted with CH2Cl2 (50 ml) and washed with 10 % Na2S2O5 (20 ml x 2), sat. NaHCO3 (aq) (20 ml x 2), water (20 ml), brine (20 ml), dried (Na2SO4) and evaporated in vacuo. Flash chromatography on silica gel eluting with heptane - heptanerEtOAc (1:1) yielded 167 mg (67%) of the title compound as a colorless liquid.[0112] 1H NMR (200 MHz, CDCl3) delta 0.95 (t, J=7.5 Hz, 3H), 1.36-1.51 (m, 2H), 1.61-1.80 (m, 2H), 1.98-2.13 (m, 4H), 2.76-2.84 (m, 8H), 3.74 (d, J=I l Hz, 6H), 4.03 (q, J=6.7 Hz, 2H), 5.22-5.43 (m, 10H); MS (ESI); 419 [M+Na+]+.
 

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