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Chemical Structure| 56981-97-6 Chemical Structure| 56981-97-6

Structure of 56981-97-6

Chemical Structure| 56981-97-6

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Product Details of [ 56981-97-6 ]

CAS No. :56981-97-6
Formula : C27H24BrO2P
M.W : 491.36
SMILES Code : O=C(C1=CC(C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)=CC=C1)OC.[Br-]

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Application In Synthesis of [ 56981-97-6 ]

* 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 [ 56981-97-6 ]

[ 56981-97-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 121584-52-9 ]
  • [ 56981-97-6 ]
  • [(3R,4R)-3-acetyloxy-4-methyl-6-(3-methoxycarbonylphenyl)methylene-N-MeNle]-1-cyclosporin [ No CAS ]
YieldReaction ConditionsOperation in experiment
2 g [(3R, 4R)-3-Acetyloxy-4-methyl-6-(3-methoxycarbonylphenyl)methylene-N-MeNle]-1- cyclosporin (0436) (0437) [0188] To a mixture of (3-methoxycarbonylbenzyl)triphenylphosphonium bromide (4.00 g, 8.14 mmol) in anhydrous tetrahydrofuran (120 ml) under nitrogen were added sodium bis(trimethylsilyl)amide (1.0 M in THF, 10 ml, 10.00 mmol). The reaction mixture was stirred at room temperature for one hour and cooled to -40 oC. A solution of [(3R,4R)-3-acetyloxy-4- methyl-6-oxo-N-MeNle]-1-cyclosporin (5.00 g, 4.05 mmol) in anhydrous tetrahydrofuran (25 ml) was added. The mixture was stirred another two hours at -30 C. Then saturated ammonium chloride solution (20 ml) was added to quench the reaction. Most of tetrahydrofuran was evaporated under reduced pressure. Ethyl acetate (150 ml) and brine (50 ml) were added and the mixture was separated. The organic layer was dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by chromatography (dichloromethane/methanol) to give 2.00 g of pure [(3R,4R)-3-acetyloxy-4-methyl-6-(3-methoxycarbonylphenyl)methylene-N- MeNle]-1-cyclosporin [Molecular Formula: C71H117N11O15; Exact Mass: 1363.87; MS (m/z): 1364.61 (M+1)+].
 

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