4-(Chloromethyl)-2-(4-ethylphenyl)-5-methyl-1,3-oxazole → (R)-2-Ethoxy-3-{1-[2-(4-ethyl-phenyl)-5-methyl-oxazol-4-ylmethyl]-1H-indol-5-yl}-propionic Acid

HRID 2181210Notes

Reaction equation

C([O:3][C:4](=[O:19])[C@H:5]([O:16][CH2:17][CH3:18])[CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[CH:10]2)C.Cl[CH2:21][C:22]1[N:23]=[C:24]([C:28]2[CH:33]=[CH:32][C:31]([CH2:34][CH3:35])=[CH:30][CH:29]=2)[O:25][C:26]=1[CH3:27]>>[CH2:17]([O:16][C@H:5]([CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([CH2:21][C:22]1[N:23]=[C:24]([C:28]3[CH:29]=[CH:30][C:31]([CH2:34][CH3:35])=[CH:32][CH:33]=3)[O:25][C:26]=1[CH3:27])[CH:11]=[CH:10]2)[C:4]([OH:3])=[O:19])[CH3:18]

Participants

Reactant 2

HCID 160030334-(Chloromethyl)-2-(4-ethylphenyl)-5-methyl-1,3-oxazole

HCID 69563347(R)-2-ethoxy-3-(1H-indol-5-yl)-propionic acid ethyl ester

Product 1

HCID 10094343(R)-2-Ethoxy-3-{1-[2-(4-ethyl-phenyl)-5-methyl-oxazol-4-ylmethyl]-1H-indol-5-yl}-propionic AcidYield 60%

Procedure

Starting from (R)-2-ethoxy-3-(1H-indol-5-yl)-propionic acid ethyl ester and 4-chloromethyl-2-(4-ethyl-phenyl)-5-methyl-oxazole, the title compound was obtained in 60% yield as a pale yellow solid. AS: (M−H)− 431.2.

Sources & evidence

ORD record: ord-271dbe8ca1cf4d8b8c4985f32054de3c
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06890947B2

Reaction notes

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