Ethyl ethoxyacetate → [Rac]-3-(4-benzyloxy-2-isopropoxy-phenyl)-2-ethoxy-3-hydroxy-propionic acid ethyl ester
Reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[C:11]([O:17][CH:18]([CH3:20])[CH3:19])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:21]([O:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH3:22]>>[CH2:28]([O:27][C:25](=[O:26])[CH:24]([O:23][CH2:21][CH3:22])[CH:13]([C:12]1[CH:15]=[CH:16][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:10][C:11]=1[O:17][CH:18]([CH3:20])[CH3:19])[OH:14])[CH3:29]Participants
3
Procedure
In analogy to the procedure described in example 47 a], 4-benzyloxy-2-isopropoxy-benzaldehyde [Chemical & Pharmaceutical Bulletin (1998), 46(2), 222-230] was reacted with the enolate of ethyl ethoxyacetate, to yield [rac]-3-(4-benzyloxy-2-isopropoxy-phenyl)-2-ethoxy-3-hydroxy-propionic acid ethyl ester as a mixture of diastereomers in form of a light yellow oil.
Sources & evidence
- ORD record
- ord-d396664e2eb349128c333e5d9199fdd7
- Source dataset
- uspto-grants-2005_11
- Patent number
- US06969725B2
Reaction notes
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