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CAS No.: | 863971-44-2 |
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Name: | (5S,9S,11S,12R)-11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-5,9-diisopropyl-12-Methoxy-4,10-diMethyl-3,6,8-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid |
Article Data: | 6 |
Cas Database | |
Molecular Structure: | |
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Formula: | C36H51N3O7 |
Molecular Weight: | 637.817 |
Synonyms: | (5S,9S,11S,12R)-11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-5,9-diisopropyl-12-Methoxy-4,10-diMethyl-3,6,8-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid;Fmoc-3AA-orl;Fmoc-3vvd-OH;Tripeptide (MMAE-3) |
PSA: | 125.48000 |
LogP: | 5.78640 |
tert-butyl (5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oate
(5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid
Conditions | Yield |
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With trifluoroacetic acid In dichloromethane at 20℃; for 2h; | 86% |
With trifluoroacetic acid In dichloromethane | |
With trifluoroacetic acid In dichloromethane |
(3R,4S,5S)-4-[(2S)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-N,3-dimethylbutanamido]-3-methoxy-5-methylheptanoate
(5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; diethyl dicarbonate / ethyl acetate / 20 °C 2: trifluoroacetic acid / dichloromethane / 20 °C View Scheme |
tert-Butyl (3R,4S,5S)-3-methoxy-4-(N-methylamino)-5-methylheptanoate
(5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1: 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / -10 - 20 °C 2: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C 4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; 2-bromo-1-ethylpyridinium tetrafluoroborate / dichloromethane / 20 h / -10 - 20 °C 2: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C 4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C View Scheme |
(S)-N-(benzyloxycarbonyl)valine
(5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1: 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / -10 - 20 °C 2: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C 4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; 2-bromo-1-ethylpyridinium tetrafluoroborate / dichloromethane / 20 h / -10 - 20 °C 2: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C 3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C 4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C View Scheme |
tert-butyl (3R,4S,5S)-4-[(2S)-2-[[(benzyloxy)carbonyl]amino]-N,3-dimethylbutanamido]-3-methoxy-5-methylheptanoate
(5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C 3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C 3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C View Scheme |
Fmoc-Val-OH
(5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1: 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / 20 °C 2: diethylamine / tetrahydrofuran / 20 °C 3: N-ethyl-N,N-diisopropylamine; diethyl dicarbonate / ethyl acetate / 20 °C 4: trifluoroacetic acid / dichloromethane / 20 °C View Scheme |
tert-butyl (3R,4S,5S)-4-[(2S)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-N,3-dimethylbutanamido]-3-methoxy-5-methylheptanoate
(5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1: diethylamine / tetrahydrofuran / 20 °C 2: N-ethyl-N,N-diisopropylamine; diethyl dicarbonate / ethyl acetate / 20 °C 3: trifluoroacetic acid / dichloromethane / 20 °C View Scheme |
tert-Butyl (3R,4S,5S)-3-methoxy-4-(N-methylamino)-5-methylheptanoate hydrochloride
(5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1: 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / 20 °C 2: diethylamine / tetrahydrofuran / 20 °C 3: N-ethyl-N,N-diisopropylamine; diethyl dicarbonate / ethyl acetate / 20 °C 4: trifluoroacetic acid / dichloromethane / 20 °C View Scheme |
(5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid
(2R,3R)-3-methoxy-2-methyl-N-[(2S)-1-(1,2-oxazinan-2-yl)-1-oxo-3-phenylpropan-2-yl]-3-[(2S)-pyrrolidin-2-yl]propanamide, trifluoroacetic acid salt
Conditions | Yield |
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With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 3h; | 100% |
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℃; for 3h; | 100% |
(5S,8S,11S,12R)-11-((S)-sec-butyl)-1-(9H fluoren-9-yl)-5,8-diisopropyl-12-methoxy-4,10-dimethyl-3,6,9-trioxo-2-oxa-4,7,10-triazatetradecan-14-oic acid
(2R,3R)-3-methoxy-2-methyl-N-[(2S,3S)-1-(1,2-oxazinan-2-yl)-1-oxo-3-phenylbutan-2-yl]-3-[(2S)-pyrrolidin-2-yl]propanamide, trifluoroacetic acid salt
Conditions | Yield |
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With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 100% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 100% |