Trifluoroacetic acid → HCID 19034070, compound

HRID 265871Notes

Reaction equation

HRID 265871 reaction equation
C([O:5][C:6](=[O:34])[CH2:7][CH2:8][NH:9][C:10](=[O:33])[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][CH:20]2[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21]2)[CH:14]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:23]1[CH2:22][CH2:21][CH:20]([CH2:19][C:15]2[CH:14]=[C:13]([CH2:12][CH2:11][C:10]([NH:9][CH2:8][CH2:7][C:6]([OH:34])=[O:5])=[O:33])[CH:18]=[CH:17][CH:16]=2)[CH2:25][CH2:24]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 19034123HCID 19034123, compound

Product 1

HCID 19034070HCID 19034070, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 11-8 (225 mg, 0.48 mmoles), TFA (2.5 mL), and CH2Cl2 (2.5 mL) was stirred at ambient temperature for 1.0 h. Concentration followed by flash chromatography (silica, 10:1:1 ethanol/H2O/NH4OH) gave 11-9 as a white solid. Rf 0.44 (silica, 10:1:1 ethanol/H2O/NH4OH).

Workup

  1. concentrationConcentration

Sources & evidence

ORD record
ord-54a1f2fc774147b89f6b7b3597102744
Source dataset
uspto-grants-1997_07
Patent number
US05648368

Reaction notes

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