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Chemical Structure| 7752-62-7 Chemical Structure| 7752-62-7

Structure of 7752-62-7

Chemical Structure| 7752-62-7

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Product Details of [ 7752-62-7 ]

CAS No. :7752-62-7
Formula : C22H21BrNP
M.W : 410.29
SMILES Code : N#CCCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]

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Application In Synthesis of [ 7752-62-7 ]

* 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 [ 7752-62-7 ]

[ 7752-62-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 121584-52-9 ]
  • [ 7752-62-7 ]
  • [8-cyanomethyl-3-acetyl-MeBmt]-1-cyclosporin [ No CAS ]
YieldReaction ConditionsOperation in experiment
2 g [8-Cyanomethyl-3-acetyl-MeBmt]-1-cyclosporin (0470) [0204] To a dried flask were added (3-cyanopropyl)triphenylphosphonium bromide (7.98 g, 19.50 mmol) and anhydrous tetrahydrofuran (60 ml) under nitrogen. The reaction mixture was put into an ice-water bath and sodium tert-butoxide (2.19 g, 22.75 mmol) was added. After the mixture was stirred for two hours, a solution of [(3R, 4R)-3-acetyloxy-4-methyl-6-oxo-N-MeNle]-1- cyclosporin (4.00 g, 3.25 mmol) in anhydrous tetrahydrofuran (20 ml) was added. The mixture was stirred another five hours at 0 C. Then saturated ammonium chloride solution (20 ml) was added to quench the reaction. Most of tetrahydrofuran was evaporated under reduced pressure. Ethyl acetate (100 ml) and brine (100 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 [8-cyanomethyl- 3-acetyl-MeBmt]-1-cyclosporin [Molecular Formula: C66H114N12O13; Exact Mass: 1282.86; MS (m/z): 1283.51 (M+1)+, 1305.73 (M+Na)+; HPLC RT: 16.50 min. (C8 reverse phase column: 250 mm; acetonitrile/water (0.05% trifluoroacetic acid); operation temperature: 64 C; detector: 210 nm)].
 

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