Methyl iodide → 3-{4-[2-(Tert-butoxycarbonyl-heptyl-amino)-ethyl]-phenyl}-2-methoxy-propionic acid methyl ester

HRID 47819Notes

Reaction equation

HRID 47819 reaction equation
[CH2:1]([O:3][C:4](=[O:31])[CH:5]([OH:30])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][N:15]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:9][CH:8]=1)C.[CH3:32]I>>[CH3:1][O:3][C:4](=[O:31])[CH:5]([O:30][CH3:32])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH2:14][N:15]([C:23]([O:25][C:26]([CH3:27])([CH3:29])[CH3:28])=[O:24])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 698837723-{4-[2-(Tert-butoxycarbonyl-heptyl-amino)-ethyl]-phenyl}-2-hydroxy-propionic acid ethyl ester

Product 1

HCID 698839113-{4-[2-(Tert-butoxycarbonyl-heptyl-amino)-ethyl]-phenyl}-2-methoxy-propionic acid methyl ester

Procedure

Synthesized from 3-{4-[2-(tert-butoxycarbonyl-heptyl-amino)-ethyl]-phenyl}-2-hydroxy-propionic acid ethyl ester using a procedure analogous to that used for Example 47 and substituting methyl iodide as the electrophile to give 3-{4-[2-(tert-butoxycarbonyl-heptyl-amino)-ethyl]-phenyl}-2-methoxy-propionic acid methyl ester as a clear oil containing a mixture of methyl and ethyl ester (48 mg, 18%).

Sources & evidence

ORD record
ord-89459de8316448298a1bcd4414ffabbc
Source dataset
uspto-grants-2004_03
Patent number
US06699904B2

Reaction notes

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