Trifluoroacetic acid → Ethanol ammonium hydroxide water

HRID 583708Notes

Reaction equation

HRID 583708 reaction equation
[C:1]([O:5][C:6](=[O:39])[C@@H:7]([NH:29][S:30]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)(=[O:32])=[O:31])[CH2:8][NH:9][C:10](=[O:28])[C:11]1[CH:16]=[CH:15][C:14]([CH:17]=[CH:18][C:19]2[NH:20][C:21]3[C:22]([N:27]=2)=[N:23][CH:24]=[CH:25][CH:26]=3)=[CH:13][CH:12]=1)(C)(C)[CH3:2].C(O)(C(F)(F)F)=[O:41]>C(Cl)Cl>[CH3:2][CH2:1][OH:5].[OH2:41].[NH4+:9].[OH-:5].[NH:20]1[C:21]2[C:22](=[N:23][CH:24]=[CH:25][CH:26]=2)[N:27]=[C:19]1[CH:18]=[CH:17][C:14]1[CH:13]=[CH:12][C:11]([C:10]([NH:9][CH2:8][C@H:7]([NH:29][S:30]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)(=[O:32])=[O:31])[C:6]([OH:39])=[O:5])=[O:28])=[CH:16][CH:15]=1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86754341HCID 86754341, compound

Product 2

HCID 86596525Ethanol ammonium hydroxide waterHCID 86754342HCID 86754342, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A CH2Cl2 solution (20 mL) of 31-4 (220 mg, 0.4 mmol) and TFA (5 mL) was stirred under ambient conditions for 5 h and concentrated. Flash chromatography (silica 9:0.5:0.5, EtOH/H2O/NH4OH) gave 31-5 as a solid.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-4b8f46b968634e80b51a9c1b43d38d73
Source dataset
uspto-grants-1999_07
Patent number
US05929120

Reaction notes

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