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CAS No.: | 868540-16-3 |
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Name: | (alphaS)-alpha-[(4-Morpholinylacetyl)aMino]benzenebutanoyl-L-leucyl-L-phenylalanine |
Article Data: | 7 |
Molecular Structure: | |
Formula: | C31H42N4O6 |
Molecular Weight: | 566.698 |
Synonyms: | (alphaS)-alpha-[(4-Morpholinylacetyl)aMino]benzenebutanoyl-L-leucyl-L-phenylalanine;(alphaS) - alpha - [(4 - acetyl Morpholine base) aMino] benzene ding acyl - L - bright aMMonia acyl - L - phenylalanine;L-Phenylalanine, (αS)-α-[[2-(4-Morpholinyl)acetyl]aMino]benzenebutanoyl-L-leucyl-;(alphaS)-alpha-[(4-Morpholinylacetyl)aMino]benzene;(S)-2-((S)-4-Methyl-2-((S)-2-(2-MorpholinoacetaMido)-4-phenylbutanaMido)pentanaMido)-3-phenylpropanoic acid;Carfilzomib intermidate |
EINECS: | 1592732-453-0 |
Density: | 1.190±0.06 g/cm3(Predicted) |
Boiling Point: | 865.6±65.0 °C(Predicted) |
PSA: | 137.07000 |
LogP: | 2.88980 |
(S)-benzyl 2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido) pentanamido)-3-phenylpropanoate
(S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid
Conditions | Yield |
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With methanol; hydrogen; palladium 10% on activated carbon In ethyl acetate under 760.051 Torr; for 2h; | |
With palladium on activated charcoal; ammonium formate In methanol at 25 - 30℃; for 2h; Solvent; Reagent/catalyst; | 77 g |
With 5 mol% Pd/C; hydrogen In methanol for 0.5h; |
N-tert-butoxycarbonyl-L-leucine
(S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid
Conditions | Yield |
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Multi-step reaction with 5 steps 1.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0 °C / Inert atmosphere 2.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C 2.2: 0 - 20 °C / Inert atmosphere 3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 3.2: 0 - 20 °C / Inert atmosphere 4.1: potassium iodide / tetrahydrofuran / Inert atmosphere 5.1: lithium hydroxide / methanol; water / 12 h / 0 - 5 °C View Scheme | |
Multi-step reaction with 6 steps 1: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 2: hydrogenchloride / isopropyl alcohol / 2 h / 25 - 30 °C 3: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 4: hydrogenchloride / ethyl acetate / 2 h / 25 - 30 °C 5: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 6: lithium hydroxide monohydrate; water / tetrahydrofuran / 3 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: benzotriazol-1-ol; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 - 30 °C 2.1: trifluoroacetic acid / dichloromethane / 2 h / 2 - 30 °C 2.2: 2 - 30 °C 3.1: trifluoroacetic acid / dichloromethane / 2 h / 2 - 30 °C 3.2: 2 - 30 °C 4.1: ammonium formate; palladium on activated charcoal / methanol / 2 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: benzotriazol-1-ol; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 - 30 °C 2.1: dichloromethane / 2 h / 0 - 30 °C 3.1: benzotriazol-1-ol; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 0 - 30 °C / Inert atmosphere 4.1: trifluoroacetic acid / dichloromethane / 2 h / 2 - 30 °C 4.2: 2 - 30 °C 5.1: ammonium formate; palladium on activated charcoal / methanol / 2 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; benzotriazol-1-ol / dichloromethane / 18 h / 20 °C 2: dichloromethane / 1 h / 20 °C 3: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; benzotriazol-1-ol / dichloromethane / 18 h / 20 °C 4: dichloromethane / 1 h / 20 °C 5: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; benzotriazol-1-ol / dichloromethane / 18 h / 20 °C 6: 5 mol% Pd/C; hydrogen / methanol / 0.5 h View Scheme |
methyl (2S)-2-amino-3-phenylpropanoate
(S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid
Conditions | Yield |
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Multi-step reaction with 5 steps 1.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 0 °C / Inert atmosphere 2.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C 2.2: 0 - 20 °C / Inert atmosphere 3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 3.2: 0 - 20 °C / Inert atmosphere 4.1: potassium iodide / tetrahydrofuran / Inert atmosphere 5.1: lithium hydroxide / methanol; water / 12 h / 0 - 5 °C View Scheme | |
Multi-step reaction with 6 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C 2: dichloromethane / 3 h / 0 - 20 °C 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C 4: dichloromethane / 3 h / 0 - 20 °C 5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C 6: lithium hydroxide monohydrate / methanol / 3 h / 0 - 20 °C View Scheme |
(N-(tert-butoxycarbonyl)-L-leucinyl)-L-phenylalanine methyl ester
(S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C 1.2: 0 - 20 °C / Inert atmosphere 2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 2.2: 0 - 20 °C / Inert atmosphere 3.1: potassium iodide / tetrahydrofuran / Inert atmosphere 4.1: lithium hydroxide / methanol; water / 12 h / 0 - 5 °C View Scheme | |
Multi-step reaction with 5 steps 1: hydrogenchloride / isopropyl alcohol / 2 h / 25 - 30 °C 2: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 3: hydrogenchloride / ethyl acetate / 2 h / 25 - 30 °C 4: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 5: lithium hydroxide monohydrate; water / tetrahydrofuran / 3 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 5 steps 1: dichloromethane / 3 h / 0 - 20 °C 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C 3: dichloromethane / 3 h / 0 - 20 °C 4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C 5: lithium hydroxide monohydrate / methanol / 3 h / 0 - 20 °C View Scheme |
(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
(S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 1.2: 0 - 20 °C / Inert atmosphere 2.1: potassium iodide / tetrahydrofuran / Inert atmosphere 3.1: lithium hydroxide / methanol; water / 12 h / 0 - 5 °C View Scheme | |
Multi-step reaction with 3 steps 1: hydrogenchloride / ethyl acetate / 2 h / 25 - 30 °C 2: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 3: lithium hydroxide monohydrate; water / tetrahydrofuran / 3 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 3 steps 1: dichloromethane / 3 h / 0 - 20 °C 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C 3: lithium hydroxide monohydrate / methanol / 3 h / 0 - 20 °C View Scheme |
C28H36ClN3O5
(S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium iodide / tetrahydrofuran / Inert atmosphere 2: lithium hydroxide / methanol; water / 12 h / 0 - 5 °C View Scheme |
(S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid
Conditions | Yield |
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With lithium hydroxide In methanol; water at 0 - 5℃; for 12h; | |
With lithium hydroxide monohydrate; water In tetrahydrofuran at 25 - 30℃; for 3h; | 48.0 g |
With lithium hydroxide monohydrate In methanol at 0 - 20℃; for 3h; |
(S)-methyl 2-((S)-2-amino-4-methylpentanamido)-3-phenylpropanoate hydrochloride
(S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 2: hydrogenchloride / ethyl acetate / 2 h / 25 - 30 °C 3: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 4: lithium hydroxide monohydrate; water / tetrahydrofuran / 3 h / 25 - 30 °C View Scheme |
Boc-L-homophenylalanine
(S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 2: hydrogenchloride / ethyl acetate / 2 h / 25 - 30 °C 3: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 4: lithium hydroxide monohydrate; water / tetrahydrofuran / 3 h / 25 - 30 °C View Scheme |
(S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 2: lithium hydroxide monohydrate; water / tetrahydrofuran / 3 h / 25 - 30 °C View Scheme |