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Chemical Structure| 55862-98-1 Chemical Structure| 55862-98-1

Structure of 55862-98-1

Chemical Structure| 55862-98-1

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Product Details of [ 55862-98-1 ]

CAS No. :55862-98-1
Formula : C13H13NO2
M.W : 215.25
SMILES Code : O=C(C=C1)N(C2=C(C)C=C(C)C=C2C)C1=O

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Application In Synthesis of [ 55862-98-1 ]

* 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 [ 55862-98-1 ]

[ 55862-98-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 55862-98-1 ]
  • [ 1397-89-3 ]
  • [ 1513872-37-1 ]
YieldReaction ConditionsOperation in experiment
30 mg Example 1. Synthesis of N-succinimidyl derivatives of Amphotericin B.; 200 mg (0.22 mmol) of Amphotericin B is dissolved in 4 ml of dimethyl formamide (DMF) in25 ml round-bottomed flask equipped with a magnetic stirrer. The solution is cooled to0 o C and 0.029 ml (0.21 mmol) of triethylamine (TEA) is slowly added. After 10 minutes0.25 mmol of the appropriate maleimide is added and the reaction mixture is warmed to roomtemperature. The reaction progress is monitored by thin layer chromatography (TLC) onSilica Gel (60 F254, Merck) in chloroform: methanol: water (20:8:1 v/v) solvent system.After then, the reaction mixture is added dropwise to 150 ml of diethyl ether. The resulting,pale yellow precipitate is filtered under reduced pressure on a Millipore funnel. The crudeproduct is twice washed with diethyl ether (2x50 ml) and then dried in a vacuum desiccator.The residue is purified by column chromatography on normal phases, where the solid phase is Silica Gel and solvent system is chloroform: methanol: water (25:8:1 vI v). The fractionswith pure product were collected and combined, then evaporated under reduced pressure attemperature not exceeding 35 C. Using in the reaction below indicated maleimides, thefollowing derivatives of Amphotericin B are obtained: a) In the reaction with N-(2,4,6-trimethylphenyl)maleimide is obtained 30 mg of N-[N-(2,4,6-trimethylphenyl)succinimidyl]amphotericin B (A1). TLC Rr= 0.32; UV-vis: Amax (MeOH) 406; 382; 363 nm; Ei~n (MeOH, A= 406nm) = 1210(theoretically for C6oHs6N2019 is 1300); MS-ESI found m/z: 1137.4 [M-H+L calculated forC6oHs6N2019 [M-Hr 1137.6
 

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