Triphenylphosphine → [rac]-2-Ethoxy-3-{3-methoxy-4-[2-(5-methyl-2-phenyl-oxazol-4yl)-ethoxy]-phenyl}-propionic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:19])[CH:5]([O:16][CH2:17][CH3:18])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([O:14][CH3:15])[CH:8]=1)[CH3:2].[C:20]1([C:26]2[O:27][C:28]([CH3:34])=[C:29]([CH2:31][CH2:32]O)[N:30]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>>[CH2:1]([O:3][C:4](=[O:19])[CH:5]([O:16][CH2:17][CH3:18])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:32][CH2:31][C:29]2[N:30]=[C:26]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[O:27][C:28]=2[CH3:34])=[C:9]([O:14][CH3:15])[CH:8]=1)[CH3:2]Participants
5
Reactant 4
Product 1
Procedure
In analogy to the procedure described in example 17 a], [rac]-2-ethoxy-3-(4-hydroxy-3-methoxy-phenyl)-propionic acid ethyl ester was reacted with 2-(2-phenyl-5-methyl-oxazol-4yl)-ethanol in the presence of triphenylphosphine and DBAD (di-tert-butyl azodicarboxylate) to yield [rac]-2-ethoxy-3-{3-methoxy-4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-phenyl}-propionic acid ethyl ester as colorless oil.
Sources & evidence
- ORD record
- ord-46b4e928d5f54b86b0392945b6655b4c
- Source dataset
- uspto-grants-2003_11
- Patent number
- US06642389B2
Reaction notes
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