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Chemical Structure| 50479-11-3 Chemical Structure| 50479-11-3

Structure of 50479-11-3

Chemical Structure| 50479-11-3

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Product Details of [ 50479-11-3 ]

CAS No. :50479-11-3
Formula : C24H26BrO2P
M.W : 457.34
SMILES Code : O=C(OCC)CCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
MDL No. :MFCD00274610
InChI Key :JPZMNVPVVYVXAD-UHFFFAOYSA-M
Pubchem ID :2773643

Safety of [ 50479-11-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Application In Synthesis of [ 50479-11-3 ]

* 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 [ 50479-11-3 ]

[ 50479-11-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 50479-11-3 ]
  • [ 40261-59-4 ]
  • (Z)-ethyl 5-(1-phenyl-1H-pyrazol-3-yl)pent-4-enoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% General procedure: To a stirred suspension of [Ph3P+(CH2)3COOEt]Br- (770 mg, 1.68 mmol) in dry THF (4 mL) was added NaHMDS (0.84 mL, 1.68 mmol, 2 M in THF) at -78 C. After stirring for 30 min, 43 (200 mg, 0.77 mmol) in THF (4 mL) was added dropwise, and the mixture was stirred at -78 C for 2 h and then allowed to warm to room temperature and stirred overnight. The solvent was removed and the residue was diluted with water, and extracted with ethyl acetate (3 x 30 mL). The combined organic phases were washed with brine, dried with Na2SO4, filtered, concentrated and purified by silica gel chromatography to afford 48 (205 mg, 74 %) as a light yellow oil.
  • 2
  • [ 121584-52-9 ]
  • [ 50479-11-3 ]
  • [8-(2-ethoxy-2-oxoethyl)-3-acetyl-MeBmt]-1-cyclosporin [ No CAS ]
YieldReaction ConditionsOperation in experiment
2.82 g [0217] To a dried flask were added (4-ethoxy-4-oxobutyl)triphenylphosphonium bromide (8.88 g, 19.48 mmol) and anhydrous tetrahydrofuran (60 ml) under nitrogen. The reaction mixture was put into an ice-water bath and sodium tert-butoxide (2.18 g, 22.74 mmol) was added. After the mixture was stirred for two hours, a solution of [(3R,4R)-3-aceyloxy-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 5 hours at 0C. Most of tetrahydrofuran was evaporated under reduced pressure. Dichloromethane (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 2.82 g of [8-(2- ethoxy-2-oxoethyl)-3-acetyl-MeBmt]-1-cyclosporin [Molecular Formula: C68H119N11O15; Exact Mass: 1329.89; MS (m/z): 1330.51 (M+1)+, 1352.69 (M+Na)+; HPLC RT: 17.72 min. (C8 reverse phase column: 250 mm; acetonitrile/water (0.05% trifluoroacetic acid); operation temperature: 64 C; detector: 210 nm)].
 

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