Propionic Acid → 5-{1-Ethyl-1-[4-(2-hydroxy-3,3-dimethyl-butoxy)-3-methyl-phenyl]-propyl}-3-methyl-thiophene-2-sulfonic acid propionyl-amide

HRID 1819950Notes

Reaction equation

C([Si](C)(C)[O:6][CH:7]([C:32]([CH3:35])([CH3:34])[CH3:33])[CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([C:21]2[S:25][C:24]([S:26]([NH2:29])(=[O:28])=[O:27])=[C:23]([CH3:30])[CH:22]=2)([CH2:19][CH3:20])[CH2:17][CH3:18])=[CH:12][C:11]=1[CH3:31])(C)(C)C.[C:38](O)(=[O:41])[CH2:39][CH3:40]>>[C:38]([NH:29][S:26]([C:24]1[S:25][C:21]([C:16]([CH2:19][CH3:20])([C:13]2[CH:14]=[CH:15][C:10]([O:9][CH2:8][CH:7]([OH:6])[C:32]([CH3:35])([CH3:34])[CH3:33])=[C:11]([CH3:31])[CH:12]=2)[CH2:17][CH3:18])=[CH:22][C:23]=1[CH3:30])(=[O:28])=[O:27])(=[O:41])[CH2:39][CH3:40]

Participants

Reactant 2

HCID 1032Propionic Acid

HCID 578901405-(1-{4-[2-(tert-Butyl-dimethyl-silanyloxy)-3,3-dimethyl-butoxy]-3-methyl-phenyl)-1-ethyl-propyl)-3-methyl-thiophene-2-sulfonic acid amide

Product 1

HCID 578901305-{1-Ethyl-1-[4-(2-hydroxy-3,3-dimethyl-butoxy)-3-methyl-phenyl]-propyl}-3-methyl-thiophene-2-sulfonic acid propionyl-amideYield 66%

Procedure

Using procedures analogous to Example 158B and Example 158C, 5-(1-{4-[2-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-butoxy]-3-methyl-phenyl}-1-ethyl-propyl)-3-methyl-thiophene-2-sulfonic acid amide and propionic acid give the title compound (66%).

Sources & evidence

ORD record: ord-24d23cd702e1407ca5657c5e1b385288
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07601850B2

Reaction notes

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