Trifluoroacetic acid → HCID 86751088, compound

HRID 265880Notes

Reaction equation

HRID 265880 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]([NH:25][CH2:26][C@H:27]([OH:31])[C:28]([OH:30])=[O:29])=[O:24])=[CH:19][CH:18]=2)[CH2:10][CH2:9]1)(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]([NH:25][CH2:26][C@H:27]([OH:31])[C:28]([OH:30])=[O:29])=[O:24])=[CH:19][CH:18]=2)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86751086HCID 86751086, compound

Product 1

HCID 86751088HCID 86751088, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 17-3 (45 mg, 0.10 mmol), TFA (1 mL), and CH2Cl2 (1 mL) was stirred at ambient temperature for 1.0 h. Concentration and flash chromatography (silica, 10:1:1 ethanol H2O/NH4OH) gave 17-4 (28 mg) as a white solid. Rf 0.17 (10:1:1 ethanol) H2O/NH4OH).

Workup

  1. concentrationConcentration and flash chromatography (silica, 10:1:1 ethanol H2O/NH4OH)

Sources & evidence

ORD record
ord-d2291c24500e42eba570feccb881fe17
Source dataset
uspto-grants-1997_07
Patent number
US05648368

Reaction notes

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