4-Thiazoleacetic acid, 2-amino-, ethyl ester → HCID 59637260, compound

HRID 1510307Notes

Reaction equation

HRID 1510307 reaction equation
[CH3:1][O:2][CH2:3][C@H:4]([CH3:24])[O:5][C:6]1[CH:7]=[C:8]([CH:12]=[C:13]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[CH:17]=2)[CH:14]=1)[C:9]([OH:11])=O.COC1C=C(B(O)O)C=CC=1.[NH2:36][C:37]1[S:38][CH:39]=[C:40]([CH2:42][C:43]([O:45][CH2:46][CH3:47])=[O:44])[N:41]=1>>[CH2:46]([O:45][C:43](=[O:44])[CH2:42][C:40]1[N:41]=[C:37]([NH:36][C:9](=[O:11])[C:8]2[CH:7]=[C:6]([O:5][C@@H:4]([CH3:24])[CH2:3][O:2][CH3:1])[CH:14]=[C:13]([O:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[CH:17]=3)[CH:12]=2)[S:38][CH:39]=1)[CH3:47]

Participants

4

Reactant 3

HCID 1044544-Thiazoleacetic acid, 2-amino-, ethyl esterHCID 2734370(3-Methoxyphenyl)boronic acidHCID 66970016HCID 66970016, compound

Product 1

HCID 59637260HCID 59637260, compound

Procedure

{2-[3-(3-Methoxy-phenoxy)-5-(S)-2-methoxy-1-methyl-ethoxy)-benzoylamino]-thiazol-4-yl}acetic acid ethyl ester was prepared from 3-{(1S)-2-methoxy-(methylethyl)oxy}-5-{[3-methoxy-phenyl]oxy}benzoic acid (prepared in analogy to the method described in general synthetic descriptions F, using 3-methoxyphenylboronic acid in step D)) and ethyl 2-aminothiazol-4-ylacetate following synthetic description A.

Workup

  1. customprepared in analogy to the method

Sources & evidence

ORD record
ord-933821fe09894b4185ba2461728a8fd8
Source dataset
uspto-grants-2012_07
Patent number
US08211925B2

Reaction notes

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