Trifluoroacetic acid → HCID 85711217, compound

HRID 3256Notes

Reaction equation

HRID 3256 reaction equation
C([O:5][C:6](=[O:44])[CH:7]([NH:12][C:13]([C:15]1[C:16]([S:21][S:22][C:23]2[C:28]([C:29](=[O:43])[NH:30][CH:31]([C:36]([O:38]C(C)(C)C)=[O:37])[CH2:32][CH:33]([CH3:35])[CH3:34])=[CH:27][CH:26]=[CH:25][N:24]=2)=[N:17][CH:18]=[CH:19][CH:20]=1)=[O:14])[CH2:8][CH:9]([CH3:11])[CH3:10])(C)(C)C.FC(F)(F)C(O)=O>ClCCl.C1(OC)C=CC=CC=1>[C:36]([CH:31]([NH:30][C:29]([C:28]1[C:23]([S:22][S:21][C:16]2[C:15]([C:13]([NH:12][CH:7]([CH2:8][CH:9]([CH3:11])[CH3:10])[C:6]([OH:44])=[O:5])=[O:14])=[CH:20][CH:19]=[CH:18][N:17]=2)=[N:24][CH:25]=[CH:26][CH:27]=1)=[O:43])[CH2:32][CH:33]([CH3:35])[CH3:34])([OH:38])=[O:37]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 76411778HCID 76411778, compound

Product 1

HCID 85711217HCID 85711217, compoundYield 77.4%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7519AnisoleSolvent

Procedure

The general method of Preparation 20 was followed using [S-(R*,R*)]-2-([2-[3-(1-tert-butoxycarbonyl-3-methyl-butylcarbamoyl)-pyridin-2-yldisulfanyl]pyridine-3-carbonyl]-amino)-4-methyl-pentanoic acid tert-butyl ester (1.9 g, 2.9 mmol) in 20 mL dichloromethane, anisole (1.5 mL), and 10 mL trifluoroacetic acid. The crude product was recrystallized from methanol/water to yield 1.2 g of the title compound.

Workup

  1. customThe general method of Preparation 20
  2. customThe crude product was recrystallized from methanol/water

Sources & evidence

ORD record
ord-1e43db34740c4500b323da3d86603bf8
Source dataset
uspto-grants-1998_03
Patent number
US05733921

Reaction notes

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