Methanol → 3-{6-[2-(4-Carboxyphenyl)-ethinyl]-3-[(3RS)-3,7-dimethyl-6-octenyloxy]-2-pyridyl}-propionic acid
Reaction equation
C[O:2][C:3](=[O:35])[CH2:4][CH2:5][C:6]1[C:11]([O:12][CH2:13][CH2:14][CH:15]([CH3:22])[CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])=[CH:10][CH:9]=[C:8]([C:23]#[C:24][CH:25]2[CH:30]=[CH:29][C:28](OC)=[CH:27][C:26]2=C=O)[N:7]=1.[OH-:36].[Na+].[CH3:38][OH:39]>>[C:38]([C:28]1[CH:29]=[CH:30][C:25]([C:24]#[C:23][C:8]2[N:7]=[C:6]([CH2:5][CH2:4][C:3]([OH:2])=[O:35])[C:11]([O:12][CH2:13][CH2:14][CH:15]([CH3:22])[CH2:16][CH2:17][CH:18]=[C:19]([CH3:20])[CH3:21])=[CH:10][CH:9]=2)=[CH:26][CH:27]=1)([OH:39])=[O:36]Participants
4
Procedure
Under the conditions of example 3 C, 500 mg of 3-{6-[2-(4-methoxy-carbonylphenyl)-ethinyl]-3-[(3RS)-3,7-dimethyl-6-octenyloxy]-2-pyridyl}-propionic acid methyl ester in 10 ml of methanol is saponified with 7.2 ml of 2n sodium hydroxide solution and worked up. 437 mg of the title compound of melting point 154°-156° C. is obtained.
Sources & evidence
- ORD record
- ord-3b7e6ccaafe64f7b8084cf8745a5a28c
- Source dataset
- uspto-grants-1997_04
- Patent number
- US05624943
Reaction notes
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