2-Naphthaleneacetic acid → HCID 178475060, Verbindung

HRID 272652

Reaktionsgleichung

Reaktionsgleichung von HRID 272652
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][C:12](O)=O.N[C@@H](CO)CC(C)C.COC(=O)[C@@H](CC(C)C)N.[NH:33]([C:49](OC(C)(C)C)=O)[C@@H:34](C(O)=O)[CH2:35][C:36]1[CH:45]=[C:44]2[C:39]([CH:40]=[CH:41][CH:42]=[CH:43]2)=[CH:38][CH:37]=1.N[C@@H](C(O)=O)CC1C=C2C(C=CC=C2)=CC=1.N[C@H](CC1C=CC2C(=CC=CC=2)C=1)[C:74]([N:76]1[CH2:81][C@@H:80]([CH2:82][CH:83]([CH3:85])[CH3:84])N(CCC2C=CC3C(=CC=CC=3)C=2)C[C@@H:77]1[CH2:98][CH2:99][CH2:100][NH:101][C:102]([NH2:104])=[NH:103])=[O:75].C(O[N:120]1C(=O)C[CH2:123][C:121]1=[O:122])(C)=O>CN(C=O)C>[NH:101]([CH2:100][CH2:99][CH2:98][C@H:77]1[CH2:49][N:33]([CH2:34][CH2:35][C:36]2[CH:37]=[CH:38][C:39]3[C:44](=[CH:43][CH:42]=[CH:41][CH:40]=3)[CH:45]=2)[C@H:80]([CH2:82][CH:83]([CH3:84])[CH3:85])[CH2:81][N:76]1[C:74](=[O:75])[C@H:12]([NH:120][C:121](=[O:122])[CH3:123])[CH2:11][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)[C:102]([NH2:104])=[NH:103]

Komponenten

9

Edukt 7

HCID 113932-Naphthaleneacetic acidHCID 84460Acetic acid N-hydroxysuccinimide esterHCID 89967D-Leucine, methyl esterHCID 2724002D(-)-LeucinolHCID 2733661D-3-(2-Naphthyl)alanineHCID 2734481(2R)-2-(((tert-butoxy)carbonyl)amino)-3-(naphthalen-2-yl)propanoic acidHCID 178445831N-{3-[1-[2(R)-Amino-3-naphthalen-2-yl-propionyl]-5(R)-isobutyl-4-(2-naphthalen-2-yl-ethyl)-piperazin-2(S)-yl]-propyl}-guandine

Produkt 1

HCID 178475060HCID 178475060, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The following compound was synthesized by the method of Scheme 5 using 2-naphthylacetic acid as J-COOH, D-leucinol as NH2—CH(R5)—CH(R4)—OH, D-leucine methyl ester as NH2—CH(R5)—COOCH3, and Boc-D-2-Nal-OH as Q-COOH as described in Example 35. An acetyl group was attached to the amino group of D-2-Nal by reaction of the compound of Example 35 with Ac-OSu in DMF. It was tested as described above with the results shown. The mass was analyzed as 635.9 (M+H).

Quellen und Nachweise

ORD-Eintrag
ord-dd1f7f1ceacf4e9fb4bc41204552fcde
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07456184B2

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