methyl (2S)-2-amino-6-(phenylmethoxycarbonylamino)hexanoate → N-[3-(1-Naphthalenyl)-2-(1-naphthalenylmethyl)-1-oxopropyl]-N6-[(phenylmethoxy)carbonyl]-L-lysine

HRID 846470

반응식

HRID 846470 반응식
C1(COC(N[C@H](C(O)=O)CC2N=CN([C:19]([C:32]3[CH:37]=[CH:36][CH:35]=CC=3)([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)C3C=CC=CC=3)C=2)=O)C=CC=CC=1.[C:41]([NH:51][CH2:52][CH2:53][CH2:54][CH2:55][C@@H:56]([C:58]([O:60]C)=[O:59])[NH2:57])([O:43][CH2:44][C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)=[O:42].Cl.N[C@@H:64]([CH2:73][CH:74]([CH3:76])[CH3:75])[CH:65](O)[C:66]([O:68]C(C)C)=O>>[C:36]1([CH2:35][CH:65]([CH2:64][C:73]2[C:74]3[C:75](=[CH:27][CH:28]=[CH:29][CH:76]=3)[CH:32]=[CH:19][CH:26]=2)[C:66]([NH:57][C@H:56]([C:58]([OH:60])=[O:59])[CH2:55][CH2:54][CH2:53][CH2:52][NH:51][C:41]([O:43][CH2:44][C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=2)=[O:42])=[O:68])[C:27]2[C:26](=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:19]=[CH:32][CH:37]=1

참가 물질

4

실험 절차

In process analogous to Example H by substituting α-(1-naphthalenylmethyl)-1-naphthalenepropanoic acid (obtained by reacating di-tertiary-butylmalonate (one equivalent) with 1-chloromethylnaphthylene (two equivalents) and sodium hydride (two equivalents) followed by refluxing in acetic acid) for N-[(phenylmethoxy)carbonyl]-1-(triphenylmethyl)-L-histidine and Nε -carbobenzoxy-lysine, methyl ester for (3S)-3-amino-2-hydroxy-5-methylhexanoic acid, 1-methylethyl ester, monohydrochloride (mixture of isomers at hydroxy center) one obtains the methyl ester of the title compound which is then hydrolyzed with sodium hydroxide in aqueous methanol to afford the title compound.

출처 및 근거

ORD 기록
ord-6eb3dad8b6f74fb59c1c86d3db3d02d0
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05135914

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