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CAS No.: | 868539-96-2 |
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Name: | Boc-HPh-Leu-Phe-OMe |
Article Data: | 6 |
Molecular Structure: | |
Formula: | C31H43N3O6 |
Molecular Weight: | 553.699 |
Synonyms: | Boc-HPh-Leu-Phe-OMe;L-Phenylalanine, (αS)-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-, methyl ester;N-[(S)-2-(tert-Butoxycarbonylamino)-4-phenylbutanoyl]-L-leucyl-L-phenylalanine methyl ester |
EINECS: | -0 |
Density: | 1.123±0.06 g/cm3(Predicted) |
Boiling Point: | 753.4±60.0 °C(Predicted) |
PSA: | 122.83000 |
LogP: | 5.11660 |
Boc-L-homophenylalanine
(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
Conditions | Yield |
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With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 0 - 20℃; | |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 12h; |
N-tert-butoxycarbonyl-L-phenylalanine
L-leucyl-L-phenylalanine methyl ester
(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; |
N-tert-butoxycarbonyl-L-leucine
(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
Conditions | Yield |
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Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C 2: trifluoroacetic acid / dichloromethane / 3 h 3: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C View Scheme | |
Multi-step reaction with 2 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 View Scheme | |
Multi-step reaction with 3 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 View Scheme | |
Multi-step reaction with 2 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C 2: trifluoroacetic acid / dichloromethane View Scheme |
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
Conditions | Yield |
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Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C 2: trifluoroacetic acid / dichloromethane / 3 h 3: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C View Scheme | |
Multi-step reaction with 3 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 View Scheme |
(N-(tert-butoxycarbonyl)-L-leucinyl)-L-phenylalanine methyl ester
(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
Conditions | Yield |
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Multi-step reaction with 2 steps 1: trifluoroacetic acid / dichloromethane / 3 h 2: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C View Scheme | |
Multi-step reaction with 2 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 View Scheme | |
Multi-step reaction with 2 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 View Scheme |
(N-(tert-butoxycarbonyl)-L-leucinyl)-L-phenylalanine methyl ester
Boc-L-homophenylalanine
(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
Conditions | Yield |
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Stage #1: (N-(tert-butoxycarbonyl)-L-leucinyl)-L-phenylalanine methyl ester With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 2h; Stage #2: Boc-L-homophenylalanine With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere; | 21.59 g |
Stage #1: (N-(tert-butoxycarbonyl)-L-leucinyl)-L-phenylalanine methyl ester With trifluoroacetic acid In dichloromethane Stage #2: Boc-L-homophenylalanine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane | 246 mg |
methyl (2S)-2-amino-3-phenylpropanoate
(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 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 View Scheme | |
Multi-step reaction with 3 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 View Scheme |
Boc-L-homophenylalanine
(S)-methyl 2-((S)-2-amino-4-methylpentanamido)-3-phenylpropanoate hydrochloride
(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
Conditions | Yield |
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With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 0 - 30℃; for 2h; Inert atmosphere; | 121.0 g |
L-leucine
(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
Conditions | Yield |
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Multi-step reaction with 4 steps 1: sodium hydroxide / water / 20 h / 25 - 30 °C 2: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 3: hydrogenchloride / isopropyl alcohol / 2 h / 25 - 30 °C 4: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere View Scheme |
L-phenylalanine
(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
Conditions | Yield |
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Multi-step reaction with 4 steps 1: thionyl chloride / 8 h / 25 - 30 °C 2: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere 3: hydrogenchloride / isopropyl alcohol / 2 h / 25 - 30 °C 4: benzotriazol-1-ol; 4-methyl-morpholine; dicyclohexyl-carbodiimide / dichloromethane / 2 h / 0 - 30 °C / Inert atmosphere View Scheme |