(S)-Methyl 3-([1,1'-biphenyl]-4-yl)-2-aminopropanoate → (s)-3-Biphenyl-4-yl-2-({(s)-3-[4-(3,4-dichloro-benzyloxy)-phenyl]-2,3,6,7,8,9-hexahydro-[1,4]dioxino-[2,3-g]isoquinoline-8-carbonyl}-amino)-propionic acid methyl ester hydrochloride salt

HRID 391870Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 391870
C(OC([N:8]1[CH:17]([C:18](O)=[O:19])[CH2:16][C:15]2[CH:14]=[C:13]3[O:21][CH2:22][C@H:23]([C:25]4[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33]5[CH:38]=[CH:37][C:36]([Cl:39])=[C:35]([Cl:40])[CH:34]=5)=[CH:27][CH:26]=4)[O:24][C:12]3=[CH:11][C:10]=2[CH2:9]1)=O)(C)(C)C.[CH3:41][O:42][C:43](=[O:59])[C@@H:44]([NH2:58])[CH2:45][C:46]1[CH:51]=[CH:50][C:49]([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)=[CH:48][CH:47]=1>>[ClH:39].[CH3:41][O:42][C:43](=[O:59])[C@@H:44]([NH:58][C:18]([CH:17]1[CH2:16][C:15]2[CH:14]=[C:13]3[O:21][CH2:22][C@H:23]([C:25]4[CH:26]=[CH:27][C:28]([O:31][CH2:32][C:33]5[CH:38]=[CH:37][C:36]([Cl:39])=[C:35]([Cl:40])[CH:34]=5)=[CH:29][CH:30]=4)[O:24][C:12]3=[CH:11][C:10]=2[CH2:9][NH:8]1)=[O:19])[CH2:45][C:46]1[CH:51]=[CH:50][C:49]([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)=[CH:48][CH:47]=1

Komponenten

3

Edukt 2

HCID 15714801(S)-Methyl 3-([1,1'-biphenyl]-4-yl)-2-aminopropanoateHCID 66719307(S)-3-[4-(3,4-Dichloro-benzyloxy)-phenyl]-2,3,8,9-tetrahydro-6H-[1,4]dioxino[2,3-g]isoquinoline-7,8-dicarboxylic acid 7-tert-butyl ester

Produkt 1

HCID 66719550(s)-3-Biphenyl-4-yl-2-({(s)-3-[4-(3,4-dichloro-benzyloxy)-phenyl]-2,3,6,7,8,9-hexahydro-[1,4]dioxino-[2,3-g]isoquinoline-8-carbonyl}-amino)-propionic acid methyl ester hydrochloride saltAusbeute 112,5 %

Versuchsvorschrift

(S)-3-[4-(3,4-Dichloro-benzyloxy)-phenyl]-2,3,8,9-tetrahydro-6H-[1,4]dioxino[2,3-g]isoquinoline-7,8-dicarboxylic acid 7-tert-butyl ester (59 mg) was coupled with (S)-2-amino-3-biphenyl-4-yl-propionic acid methyl ester (31 mg) according to General Procedure A. The resulting Boc-protected amine was treated as described in General Procedure C to give (S)-3-Biphenyl-4-yl-2-({(S)-3-[4-(3,4-dichloro-benzyloxy)-phenyl]-2,3,6,7,8,9-hexahydro-[1,4]dioxino-[2,3-g]isoquinoline-8-carbonyl}-amino)-propionic acid methyl ester hydrochloride salt (43 mg).

Quellen und Nachweise

ORD-Eintrag
ord-b3c9072391a1439c89c381f7dcc95bbe
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383644B2

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