Trifluoroacetic acid → HCID 69285604, compound

HRID 351416Notes

Reaction equation

HRID 351416 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:12][C:11](=[O:13])[N:10]([C@H:14]2[CH2:19][CH2:18][C@@H:17]([N:20]([CH:22]([CH3:24])[CH3:23])[CH3:21])[CH2:16][C@H:15]2[CH2:25][S:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)(=[O:28])=[O:27])[C:9]1=[O:35])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][C@H:8]1[CH2:12][C:11](=[O:13])[N:10]([C@H:14]2[CH2:19][CH2:18][C@@H:17]([N:20]([CH:22]([CH3:23])[CH3:24])[CH3:21])[CH2:16][C@H:15]2[CH2:25][S:26]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)(=[O:28])=[O:27])[C:9]1=[O:35]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69284683HCID 69284683, compound

Product 1

HCID 69285604HCID 69285604, compoundYield 123.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

{(3S)-1-[(1S,2R,4R)-2-benzenesulfonylmethyl-4-(isopropyl-methyl-amino)-cyclohexyl]-2,5-dioxo-pyrrolidin-3-yl}-carbamic acid tert-butyl ester (60 mg), TFA (1 mL), and methylene chloride (3 mL) were mixed and stirred overnight at rt. The mixture was stripped and restripped from methylene chloride (3×) to yield 60 mg of an oil. LCMS detects (M+H)+=374.

Sources & evidence

ORD record
ord-ed986de2f90a406fb557483cf85100f6
Source dataset
uspto-grants-2007_02
Patent number
US07183270B2

Reaction notes

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