Methyl 4-(bromomethyl)benzoate → N-[{1-[(4-Carboxyphenyl)methyl]-2-n-butyl-1H-imidazol-5-yl}methyl]-beta-(2-thienyl)alanine

HRID 6487

반응식

HRID 6487 반응식
[CH2:1]([C:5]1[N:6]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2Cl)[C:7]([CH2:11]O)=[C:8](Cl)[N:9]=1)[CH2:2][CH2:3][CH3:4].ClC1C=CC=CC=1CN1C(CN[C@H]([C:44]([OH:46])=[O:45])CC2C=CC=CC=2)=C(Cl)N=C1CCCC.C(C1C=CC(CBr)=CC=1)(OC)=O.COC(=O)[C@H](CC1C=CC=CC=1)N.C[O:78][C:79](=[O:88])[C@H:80]([CH2:82][C:83]1[S:84][CH:85]=[CH:86][CH:87]=1)[NH2:81].C([BH3-])#N.[Na+].[BH4-].[Na+]>>[C:44]([C:17]1[CH:18]=[CH:19][C:14]([CH2:13][N:6]2[C:7]([CH2:11][NH:81][C@H:80]([C:79]([OH:78])=[O:88])[CH2:82][C:83]3[S:84][CH:85]=[CH:86][CH:87]=3)=[CH:8][N:9]=[C:5]2[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:15][CH:16]=1)([OH:46])=[O:45]

참가 물질

8

반응물 7

HCID 256687Methyl 4-(bromomethyl)benzoateHCID 736234L-Phenylalanine, methyl esterHCID 4311764Sodium borohydrideHCID 5003444Sodium cyanoborohydrideHCID 10899351(S)-Methyl 2-amino-3-(thiophen-2-yl)propanoateHCID 130740952-n-butyl 4-chloro 1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazoleHCID 53988647N-[{1-[(2 chlorophenyl)methyl]-2-n-butyl-4-chloro-1H-imidazol-5-yl}methyl]phenylalanine

생성물 1

HCID 44316969N-[{1-[(4-Carboxyphenyl)methyl]-2-n-butyl-1H-imidazol-5-yl}methyl]-beta-(2-thienyl)alanine

실험 절차

The title compound was prepared following the procedure of Example 3 [(i) method B and (ii)] replacing 2-chlorobenzyl bromide with 4-carbomethoxybenzyl bromide, phenylalanine methyl ester with β-(2-thienyl)alanine methyl ester and sodium cyanoborohydride with sodium borohydride; mp 151°-152° C.

출처 및 근거

ORD 기록
ord-7b615b850a714ed28667ec5cac687e9c
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05248689

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