HCID 136381452, compound → HCID 136381453, compound

HRID 2191027Notes

Reaction equation

HRID 2191027 reaction equation
[CH2:1]([O:3][P:4]([CH:9]=[CH:10][CH:11]1[CH:18]2[CH:14]([O:15]C(C)(C)[O:17]2)[CH:13]([N:21]2[CH:29]=[N:28][C:27]3[C:26](=[O:30])[NH:25][C:24]([NH:31][C:32](=[O:36])[CH:33]([CH3:35])[CH3:34])=[N:23][C:22]2=3)[O:12]1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]>C(O)(C(F)(F)F)=O.O>[CH2:1]([O:3][P:4]([CH:9]=[CH:10][CH:11]1[CH:18]([OH:17])[CH:14]([OH:15])[CH:13]([N:21]2[CH:29]=[N:28][C:27]3[C:26](=[O:30])[NH:25][C:24]([NH:31][C:32](=[O:36])[CH:33]([CH3:34])[CH3:35])=[N:23][C:22]2=3)[O:12]1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]

Participants

4

Reactant 1

HCID 136381452HCID 136381452, compound

Product 1

HCID 136381453HCID 136381453, compoundYield 86.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

Compound 18.3 (850 mg, 1.62 mmol) was dissolved in 9 mL TFA and 1 mL water mixture, stirred for 1.5 h. The mixture was concentrated under reduced pressure, and the residue was subjected to a silica gel column chromatography eluting with 10% MeOH in CH2Cl2 to give compound 18.4 (680 mg, 86.4% yield).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. washeluting with 10% MeOH in CH2Cl2

Sources & evidence

ORD record
ord-b744bf7aa3e7479d970dbdaa3db7b2ab
Source dataset
uspto-grants-2012_12
Patent number
US08324179B2

Reaction notes

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