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[ CAS No. 188627-80-7 ]

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Chemical Structure| 188627-80-7
Chemical Structure| 188627-80-7
Structure of 188627-80-7 * Storage: {[proInfo.prStorage]}

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Product Details of [ 188627-80-7 ]

CAS No. :188627-80-7 MDL No. :MFCD05662245
Formula : C35H49N11O9S2 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :831.96 g/mol Pubchem ID :448812
Synonyms :

1. Eptifibatide

Safety of [ 188627-80-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 188627-80-7 ]

  • Downstream synthetic route of [ 188627-80-7 ]

[ 188627-80-7 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 135900-78-6 ]
  • [ 188627-80-7 ]
YieldReaction ConditionsOperation in experiment
63% With ammonium hydroxide In water; acetonitrile at 23℃; for 2h;
YieldReaction ConditionsOperation in experiment
With ammonium hydroxide; acetic acid In water; acetonitrile 20 Preparation of Eptifibatide (3+4) Coupling Method Example 20 Preparation of Eptifibatide (3+4) Coupling Method Mpa-Har-Gly-Asp-Trp-Pro-Cys-NH2 (60 gm; obtained from Ex-19) was charged in to a stirred solution of water (6 L) and acetonitrile (6 L) at 25° C.-35° C. Adjusted the pH of the solution to 8-8.5 with 2% ammonium hydroxide solution (500 ml). Passed oxygen gas in to the reaction mass for about 10 to 12 hrs under pH of about 8.5-about 8.8. Adjusted pH of the reaction mass to about 5 to about 6 with 1% acetic acid 100 ml) and concentrated the reaction solution at 30° C. to 35° C. under high vacuum till 30% of the solution remains in the reaction vessel and then lyophilized the reaction solution to obtain the title compound. Yield: 45 gm, HPLC Purity: 90%, Chiral purity: 99.0%, D-Trp: 0.1%, D-Pro: 0.1%, D-Cys: 0.1%, D-Asp: 0.2% & D-Har: 0.3%.
  • 3
  • [ 108-20-3 ]
  • [ 6485-79-6 ]
  • [ 188627-80-7 ]
YieldReaction ConditionsOperation in experiment
With trifluoroacetic acid In dichloromethane; water; ethyl acetate 11 Preparation of Eptifibatide (4+3) Coupling Method Example 11 Preparation of Eptifibatide (4+3) Coupling Method To a stirred solution of triisopropyl silane (1.4 ml), water (2 ml) and trifluoroacetic acid (16 ml) at -10° C. to -5° C. was charged a solution of Mpr (Trt)-Har-Gly-Asp(O-tBu)-Trp-Pro-Cys(Trt)-NH2 (2.0 gm; obtained from example-10) in methylene chloride (16 ml). The reaction mass was stirred at -5° C. to -10° C. for about 5-10 hours. To the reaction mixture ethyl acetate (10 ml) and isopropyl ether (60 ml) were added and the slurry was stirred for 15-30 minutes at 0° C. to 5° C. The precipitate was filtered and washed with IPE to afford a linear peptide.
With trifluoroacetic acid In dichloromethane; water; ethyl acetate 7 Preparation of Eptifibatide (2+5) Coupling Method Example 7 Preparation of Eptifibatide (2+5) Coupling Method To a stirred solution of triisopropyl silane (14 ml), water (10 ml) and trifluoroacetic acid (160 ml) at -10° C. to -5° C. was charged a solution of Mpr (Trt)-Har-Gly-Asp(O-tBu)-Trp-Pro-Cys(Trt)-NH2 (20 gm; obtained from example-6) in methylene chloride (160 ml). The reaction mass was stirred at -5° C. to -10° C. for about 5-10 hours. To the reaction mixture ethyl acetate (100 ml) and isopropyl ether (600 ml) were added and the slurry was stirred for 15-30 minutes at 0° C. to 5° C. The precipitate was filtered and washed with IPE to afford a linear peptide.
  • 4
  • [ 188627-80-7 ]
  • [ 881997-86-0 ]
YieldReaction ConditionsOperation in experiment
21 Purification of Eptifibatide Using Flash Chromatography (Acetonitrile: Water) Example 21 Purification of Eptifibatide Using Flash Chromatography (Acetonitrile: Water) Crude eptifibatide (5 gm; obtained from Example 7) was purified by Revelries flash chromatography system using reverse phase C18 silica column under the following chromatography conditions: All peak fractions were collected (approximate volume: 420 ml) and the pure fractions were concentrated until 200 ml remains in the vessel and then lyophilized to obtain pure eptifibatide acetate. Yield: 2.8 gm, HPLC Purity: 99.5%, D-Cys: 0.05%, D-Har: 0.2%.
21 Purification of Eptifibatide Using Flash Chromatography (Methanol: Water) Example 21 Purification of Eptifibatide Using Flash Chromatography (Methanol: Water) Crude eptifibatide (5 gm; obtained from Ex-20) was purified by Revelries flash chromatography system using reverse phase C18 silica column under the following chromatography conditions: All peak fractions were collected (approximate volume: 420 ml) and the pure fractions were concentrated until 200 ml remains in the vessel and then lyophilized to obtain pure eptifibatide acetate. Yield: 2.75 gm, HPLC Purity: 99.5%, D-Cys: 0.04%, D-Har: 0.21%.
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