HCID 69736441, compound → HCID 60017355, compound

HRID 895354Notes

Reaction equation

HRID 895354 reaction equation
C([O:5][C:6](=[O:41])[CH2:7][C@H:8]([NH:17][CH2:18][CH2:19][N:20](C(OC(C)(C)C)=O)[CH2:21][CH2:22][CH2:23][C:24]1[CH:33]=[CH:32][C:31]2[CH2:30][CH2:29][CH2:28][NH:27][C:26]=2[N:25]=1)[C:9]1[CH:10]=[CH:11][C:12]([O:15][CH3:16])=[N:13][CH:14]=1)(C)(C)C>FC(F)(F)C(O)=O>[CH3:16][O:15][C:12]1[N:13]=[CH:14][C:9]([C@@H:8]([NH:17][CH2:18][CH2:19][NH:20][CH2:21][CH2:22][CH2:23][C:24]2[CH:33]=[CH:32][C:31]3[CH2:30][CH2:29][CH2:28][NH:27][C:26]=3[N:25]=2)[CH2:7][C:6]([OH:41])=[O:5])=[CH:10][CH:11]=1

Participants

3

Reactant 1

HCID 69736441HCID 69736441, compound

Product 1

HCID 60017355HCID 60017355, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 3-1 (0.8 g, 1.34 mmol) in 3mL trifluoroacetic acid was stirred at 60° C. for 20 minutes and concentrated under vacuum. The residue was purified by flash chromatography (silica gel, 5% MeOH/93% CH2Cl2/2% NH3.H2O to 15% MeOH/83% CH2Cl2/2% NH3.H2O) to afford the desired product 3-2 as an oil.

Workup

  1. concentrationconcentrated under vacuum
  2. customThe residue was purified by flash chromatography (silica gel, 5% MeOH/93% CH2Cl2/2% NH3.H2O to 15% MeOH/83% CH2Cl2/2% NH3.H2O)

Sources & evidence

ORD record
ord-1b352382f28b40d2b2d014e4a98018d6
Source dataset
uspto-grants-2005_07
Patent number
US06916810B2

Reaction notes

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