Trifluoroacetic acid → HCID 178418350, compound

HRID 3255Notes

Reaction equation

HRID 3255 reaction equation
C([O:5][C:6](=[O:46])[CH:7]([NH:12][C:13](=[O:45])[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:15]=1[S:21][S:22][C:23]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:24]=1C(=O)NC(C(OC(C)(C)C)=O)CC(C)C)[CH2:8][CH:9]([CH3:11])[CH3:10])(C)(C)C.F[C:48](F)(F)[C:49]([OH:51])=[O:50]>ClCCl.C1(OC)C=CC=CC=1>[C:49]([CH:48]([NH:12][C:13]([SH:22]([C:23]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][CH:24]=1)[S:21][C:15]1[CH:16]=[C:17]([CH3:20])[CH:18]=[CH:19][C:14]=1[C:13]([NH:12][CH:7]([CH2:8][CH:9]([CH3:11])[CH3:10])[C:6]([OH:5])=[O:46])=[O:45])=[O:45])[CH2:8][CH:9]([CH3:11])[CH3:10])([OH:51])=[O:50]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 764552862-[2-[2-(1-tert-Butoxycarbonyl-3-methylbutylcarbamoyl)-5-methyl-phenyldisulfanyl]-4-methylbenzoylamino]-4-methyl-pentanoic acid tert-butyl ester

Product 1

HCID 178418350HCID 178418350, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7519AnisoleSolvent

Procedure

The general method of Preparation 20 was followed using [S-(R*,R*)]-2-[2-[2-(1-tert-butoxycarbonyl-3-methyl-butylcarbamoyl)-5-methyl-phenyldisulfanyl]-4-methyl-benzoylamino]-4-methyl-pentanoic acid tert-butyl ester (1.9 g, 2.8 mmol) in 20 mL dichloromethane, anisole (2.0 mL), and 10 mL trifluoroacetic acid. The crude product was recrystallized from methanol/water to yield 1.1 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-30c9c4c43e504a87b22ef5a3d62b32e8
Source dataset
uspto-grants-1998_03
Patent number
US05733921

Reaction notes

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