Alternatived Products of [ 188627-80-7 ]
Alternatived Products of [ 188627-80-7 ]
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 : |
|
Safety of [ 188627-80-7 ]
Application In Synthesis of [ 188627-80-7 ]
- Downstream synthetic route of [ 188627-80-7 ]
- 1
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[ 135900-78-6 ]
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[ 188627-80-7 ]
| Yield | Reaction Conditions | Operation in experiment |
| 63% |
With ammonium hydroxide In water; acetonitrile at 23℃; for 2h; |
|
| Yield | Reaction Conditions | Operation 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
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[ 108-20-3 ]
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[ 6485-79-6 ]
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[ 188627-80-7 ]
| Yield | Reaction Conditions | Operation 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
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[ 188627-80-7 ]
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[ 881997-86-0 ]
| Yield | Reaction Conditions | Operation 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%. |
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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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