Trifluoroacetic acid → N-Methyl-L-phenylalanine 2-propylthioethylamide trifluoracetate

HRID 2050045Notes

Reaction equation

HRID 2050045 reaction equation
[CH2:1]([S:4][CH2:5][CH2:6][NH:7][C:8](=[O:26])[C@H:9]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[N:10](C(OC(C)(C)C)=O)[CH3:11])[CH2:2][CH3:3].[F:27][C:28]([F:33])([F:32])[C:29]([OH:31])=[O:30]>C(Cl)(Cl)Cl.CO.C(O)(=O)C.O>[F:27][C:28]([F:33])([F:32])[C:29]([OH:31])=[O:30].[CH2:1]([S:4][CH2:5][CH2:6][NH:7][C:8](=[O:26])[C@H:9]([CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[NH:10][CH3:11])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54376676t-Butyloxycarbonyl-N-methyl-L-phenylalanine 2-propylthioethylamide

Product 1

HCID 70584182N-Methyl-L-phenylalanine 2-propylthioethylamide trifluoracetate

Reagents, catalysts & solvents 1

HCID 21923999Chloroform methanol acetic acid waterSolvent

Procedure

The protected amide from (a)(1.4 g) was deprotected with aqueous trifluoroacetic acid (10 ml) as in Example 7(b). Chromatography on silica in chloroform:methanol:acetic acid: water 120:36:2:3 gave a gum (1.1 g). Rf3A=0.61, Rf7B=0.71

Sources & evidence

ORD record
ord-e9d45e3864d8442f8eba22b7ea8ef644
Source dataset
uspto-grants-1980_04
Patent number
US04199568

Reaction notes

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