p-Toluenesulfonic acid monohydrate → HCID 59166707, compound

HRID 1442686Notes

Reaction equation

HRID 1442686 reaction equation
[CH3:1][O:2][C:3](=[O:34])[C:4]1[CH:9]=[CH:8][C:7](O)=[C:6]([NH:11][C:12](=[O:33])[C:13]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:20]([CH3:32])[CH:19]=2)([CH2:16][CH3:17])[CH2:14][CH3:15])[CH:5]=1.S(O)(C1C=CC(C)=CC=1)(=O)=O.O>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[CH:8][C:7]2[O:33][C:12]([C:13]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[C:20]([CH3:32])[CH:19]=3)([CH2:16][CH3:17])[CH2:14][CH3:15])=[N:11][C:6]=2[CH:5]=1)=[O:34]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 59166703HCID 59166703, compound

Product 1

HCID 59166707HCID 59166707, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3-[2-(4-Benzyloxy-3-methyl-phenyl)-2-ethyl-butyrylamino]-4-hydroxy-benzoic acid methyl ester (5.80 g, 12.6 mmol), TsOH—H2O (478 mg, 2.51 mmol) in toluene (100 mL) are reacted analogous to Example 1, step E to give the title product (5.08 g, 91%). MS (ES) m/e: 444.2 (M+1).

Sources & evidence

ORD record
ord-295c717c630042448a438272754e1a42
Source dataset
uspto-grants-2010_02
Patent number
US07659296B2

Reaction notes

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