Trifluoroacetic acid → HCID 68590160, compound

HRID 1429133Notes

Reaction equation

HRID 1429133 reaction equation
C([O:5][C:6]([CH:8]1[CH2:12][CH:11]([O:13][C:14]2[CH:19]=[C:18]([C:20]([CH3:23])([CH3:22])[CH3:21])[N:17]=[C:16]([O:24][CH3:25])[N:15]=2)[CH2:10][CH:9]1[C:26](=[O:38])[NH:27][C:28]1([C:33]([O:35][CH2:36][CH3:37])=[O:34])[CH2:30][CH:29]1[CH:31]=[CH2:32])=[O:7])(C)(C)C.C([SiH](CC)CC)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:20]([C:18]1[N:17]=[C:16]([O:24][CH3:25])[N:15]=[C:14]([O:13][CH:11]2[CH2:12][CH:8]([C:6]([OH:7])=[O:5])[CH:9]([C:26](=[O:38])[NH:27][C:28]3([C:33]([O:35][CH2:36][CH3:37])=[O:34])[CH2:30][CH:29]3[CH:31]=[CH2:32])[CH2:10]2)[CH:19]=1)([CH3:21])([CH3:22])[CH3:23]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 68588473HCID 68588473, compound

Product 1

HCID 68590160HCID 68590160, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 3f was dissolved in DCM (20 ml). Triethyl silane (0.6 ml, 3.75 mmol) and TFA (20 ml) were added. The reaction mixture was stirred at RT for 1.5 h. The solvent was co evaporated with toluene and the crude residue was purified by column chromatography (DCM→DCM/MeOH (90/10)) which gave the title compound, (583 mg, 96%), MS (M+H)+476.

Workup

  1. customThe solvent was co evaporated with toluene
  2. customthe crude residue was purified by column chromatography (DCM→DCM/MeOH (90/10)) which

Sources & evidence

ORD record
ord-5eb52287f23a4065a924391c841ccf29
Source dataset
uspto-grants-2015_01
Patent number
US08937080B2

Reaction notes

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