(S)-3-(4'-fluoro-biphenyl-4-yl)-2-{[(3R,7S)-3-(4-hydroxy-phenyl)-1-methyl-2-oxo-6-((S)-1-phenyl-propyl)-2,3,5,6,7,8-hexahydro-1H-4-oxa-1,6-diaza-anthracene-7-carbonyl]-amino}-propionic acid methyl ester → HCID 59337416, Verbindung

HRID 1711461Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1711461
COC(=O)[C@@H](NC([C@@H]1CC2C=C3C(O[C@H](C4C=CC(O)=CC=4)C(=O)N3C)=CC=2CN1[C@H](C1C=CC=CC=1)CC)=O)CC1C=CC(C2C=CC(F)=CC=2)=CC=1.C[O:56][C:57](=[O:117])[C@@H:58]([NH:73][C:74]([C@@H:76]1[CH2:89][C:88]2[CH:87]=[C:86]3[C:81]([O:82][C@H:83]([C:92]4[CH:97]=[CH:96][C:95]([O:98][CH2:99][C:100]5[CH:105]=[CH:104][C:103]([Cl:106])=[C:102]([Cl:107])[CH:101]=5)=[CH:94][CH:93]=4)[C:84](=[O:91])[N:85]3[CH3:90])=[CH:80][C:79]=2[CH2:78][N:77]1[C@H:108]([C:111]1[CH:116]=[CH:115][CH:114]=[CH:113][CH:112]=1)[CH2:109][CH3:110])=[O:75])[CH2:59][C:60]1[CH:65]=[CH:64][C:63]([C:66]2[CH:71]=[CH:70][C:69]([F:72])=[CH:68][CH:67]=2)=[CH:62][CH:61]=1>>[Cl:107][C:102]1[CH:101]=[C:100]([CH:105]=[CH:104][C:103]=1[Cl:106])[CH2:99][O:98][C:95]1[CH:96]=[CH:97][C:92]([C@H:83]2[O:82][C:81]3[C:86](=[CH:87][C:88]4[CH2:89][C@@H:76]([C:74]([NH:73][C@@H:58]([CH2:59][C:60]5[CH:65]=[CH:64][C:63]([C:66]6[CH:67]=[CH:68][C:69]([F:72])=[CH:70][CH:71]=6)=[CH:62][CH:61]=5)[C:57]([OH:117])=[O:56])=[O:75])[N:77]([C@H:108]([C:111]5[CH:112]=[CH:113][CH:114]=[CH:115][CH:116]=5)[CH2:109][CH3:110])[CH2:78][C:79]=4[CH:80]=3)[N:85]([CH3:90])[C:84]2=[O:91])=[CH:93][CH:94]=1

Komponenten

3

Edukt 2

HCID 66922906(S)-3-(4'-fluoro-biphenyl-4-yl)-2-{[(3R,7S)-3-(4-hydroxy-phenyl)-1-methyl-2-oxo-6-((S)-1-phenyl-propyl)-2,3,5,6,7,8-hexahydro-1H-4-oxa-1,6-diaza-anthracene-7-carbonyl]-amino}-propionic acid methyl esterHCID 66923009(S)-2-{[(3R,7S)-3-[4-(3,4-Dichloro-benzyloxy)-phenyl]-1-methyl-2-oxo-6-((S)-1-phenyl-propyl)-2,3,5,6,7,8-hexahydro-1H-4-oxa-1,6-diaza-anthracene-7-carbonyl]-amino}-3-(4'-fluoro-biphenyl-4-yl)-propionic acid methyl ester

Produkt 1

HCID 59337416HCID 59337416, VerbindungAusbeute 92,9 %

Versuchsvorschrift

(S)-3-(4′-Fluoro-biphenyl-4-yl)-2-{[(3R,7S)-3-(4-hydroxy-phenyl)-1-methyl-2-oxo-6-((S)-1-phenyl-propyl)-2,3,5,6,7,8-hexahydro-1H-4-oxa-1,6-diaza-anthracene-7-carbonyl]-amino}-propionic acid methyl ester was converted to (S)-2-{[(3R,7S)-3-[4-(3,4-Dichloro-benzyloxy)-phenyl]-1-methyl-2-oxo-6-((S)-1-phenyl-propyl)-2,3,5,6,7,8-hexahydro-1H-4-oxa-1,6-diaza-anthracene-7-carbonyl]-amino}-3-(4′-fluoro-biphenyl-4-yl)-propionic acid methyl ester (70 mg) using general procedure K. This ester upon hydrolysis furnished title compound (64 mg) LCMS (m/z): 872.

Quellen und Nachweise

ORD-Eintrag
ord-b7dc3b8075654235b0a6753c3483560a
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07790714B2

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