HCID 54408318, compound → HCID 54096442, compound

HRID 1017983Notes

Reaction equation

HRID 1017983 reaction equation
C([O:5][C:6](=[O:43])[CH2:7][C@H:8]([C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:42])[CH2:22][C:23]2[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=3[CH3:39])=[O:31])=[C:25]([O:40][CH3:41])[CH:24]=2)=[CH:16][CH:15]=1)[NH:9][S:10]([CH3:13])(=[O:12])=[O:11])(C)(C)C>FC(F)(F)C(O)=O>[CH3:41][O:40][C:25]1[CH:24]=[C:23]([CH2:22][C:21]([NH:20][C:17]2[CH:18]=[CH:19][C:14]([C@H:8]([NH:9][S:10]([CH3:13])(=[O:11])=[O:12])[CH2:7][C:6]([OH:43])=[O:5])=[CH:15][CH:16]=2)=[O:42])[CH:28]=[CH:27][C:26]=1[NH:29][C:30]([NH:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[CH3:39])=[O:31]

Participants

3

Reactant 1

HCID 54408318HCID 54408318, compound

Product 1

HCID 54096442HCID 54096442, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

(R)-3-(4-{3-methoxy-4-[3-(2-methylphenyl)ureido]phenylacetylamino}phenyl)-3-(methanesulphonylamino)-propanoic acid tert-butyl ester [55 mg, Reference Example 6(a)] was dissolved in anhydrous trifluoroacetic acid (2 ml) and allowed to stand at ambient temperature for 30 minutes. The reaction mixture was evaporated and the residue was triturated with diethyl ether to yield the title compound (42 mg) as an amorphous white solid. MS: MH+ 555. [Elemental analysis:—C, 55.3; H, 5.1; N, 9.2%. Calculated for C27H30N4O7S:—C, 58.5; H, 5.45; N, 10.1%].

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-3d5c3a74c71241b9b02f72cd27381e46
Source dataset
uspto-grants-2002_11
Patent number
US06479519B1

Reaction notes

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