Ethyl ethoxyacetate → Ethyl 3-[4-(benzyloxy)phenyl]-2-ethoxy-3-hydroxypropanoate
Reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([N-]C(C)C)(C)C.[Li+].[CH2:25]([O:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH3:26].COC(=O)C(OC)C(C1C=CC=C(OCC2C=CC=CC=2)C=1)O>>[CH2:32]([O:31][C:29](=[O:30])[CH:28]([O:27][CH2:25][CH3:26])[CH:13]([C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:16][CH:15]=1)[OH:14])[CH3:33]Participants
5
Procedure
The title compound was prepared from 4-benzyloxybenzaldehyde, lithium diisopropylamide and ethyl 2-ethoxyacetate via the same procedure used for the preparation of 3-(3-benzyloxy-phenyl)-3-hydroxy-2-methoxy propionic acid methyl ester (example 9, step 1). MS (ES) for C20H24O5 [M+H2O—H]+: 327, [M+Na]+: 367.4.
Sources & evidence
- ORD record
- ord-918fac85f2c54c1aab43d2d292314656
- Source dataset
- uspto-grants-2007_05
- Patent number
- US07220880B2
Reaction notes
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