N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-D-alanine amide → N-benzyloxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-DL-norvaline amide

HRID 596808

Reaktionsgleichung

Reaktionsgleichung von HRID 596808
Cl.[NH2:2][C@H:3]([C:8]([NH:10][C@H:11]([C:16]([NH:18][CH:19]([C:23]([NH2:25])=[O:24])[CH2:20][CH2:21][CH3:22])=[O:17])[CH2:12][C:13](=[O:15])[OH:14])=[O:9])[CH2:4][CH2:5][S:6][CH3:7].ClC1C=C(Cl)C(Cl)=CC=1[O:35][C:36](=O)[C@H:37]([CH2:49][C:50]1[C:58]2[C:53](=[CH:54][CH:55]=[CH:56][CH:57]=2)[NH:52][CH:51]=1)[NH:38][C:39]([O:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)=[O:40].Cl.N[C@H](C(N[C@H](C(N[C@@H](C(N)=O)C)=O)CC(=O)O)=O)CCSC.C(OC(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](C(N)=O)C)=O)CC(=O)O)=O)CCSC)=O)CC1C2C(=CC=CC=2)NC=1)=O)(C)(C)C>>[CH2:42]([O:41][C:39]([NH:38][C@H:37]([C:36]([NH:2][C@H:3]([C:8]([NH:10][C@H:11]([C:16]([NH:18][CH:19]([C:23]([NH2:25])=[O:24])[CH2:20][CH2:21][CH3:22])=[O:17])[CH2:12][C:13](=[O:14])[OH:15])=[O:9])[CH2:4][CH2:5][S:6][CH3:7])=[O:35])[CH2:49][C:50]1[C:58]2[C:53](=[CH:54][CH:55]=[CH:56][CH:57]=2)[NH:52][CH:51]=1)=[O:40])[C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1

Komponenten

5

Edukt 4

HCID 22796331N-t-butoxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-D-alanine amideHCID 22796354L-methionyl-L-aspartyl-D-alanine amide hydrochlorideHCID 22796370L-methionyl-L-aspartyl-DL-norvaline amide hydrochlorideHCID 54123710(S)-2,4,5-Trichlorophenyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate

Produkt 1

HCID 22796407N-benzyloxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-DL-norvaline amide

Versuchsvorschrift

When equivalent quantities of L-methionyl-L-aspartyl-DL-norvaline amide hydrochloride and N-benzyloxycarbonyl-L-tryptophan 2,4,5-trichlorophenyl ester are substituted for the L-methionyl-L-aspartyl-D-alanine amide hydrochloride and the N-t-butoxycarbonyl-L-tryptophan 2,4,5-trichlorophenyl ester of Example 6, and the procedure detailed therein substantially repeated, there is obtained N-benzyloxycarbonyl-L-tryptophanyl-L-methionyl-L-aspartyl-DL-norvaline amide. This compound is represented by the following formula.

Quellen und Nachweise

ORD-Eintrag
ord-62f041f3e12a42e387075b636bb87788
Quelldatensatz
uspto-grants-1977_03
Patentnummer
US04012367

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