Trifluoroacetic acid → HCID 178512943, compound

HRID 894936Notes

Reaction equation

HRID 894936 reaction equation
[NH2:1][C@H:2]([C:8]([N:10]([N+:29]([O-:31])=[O:30])[C@H:11]([C:19]([N:21]1[CH2:28][CH2:27][CH2:26][C@H:22]1[C:23]([OH:25])=[O:24])=[O:20])[CH2:12][CH2:13][CH2:14][NH:15][C:16](=[NH:18])[NH2:17])=[O:9])[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7].[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>C(Cl)Cl>[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[N+:29]([NH:10][C@H:33]([C:34]([CH:6]([NH2:7])[CH2:5][CH2:4][CH2:3][C@@H:2]([C:8]([N:10]([N+:29]([O-:31])=[O:30])[C@H:11]([C:19]([N:21]1[CH2:28][CH2:27][CH2:26][C@H:22]1[C:23]([OH:25])=[O:24])=[O:20])[CH2:12][CH2:13][CH2:14][NH:15][C:16](=[NH:17])[NH2:18])=[O:9])[NH2:1])=[O:36])[CH2:12][CH2:13][CH2:14][NH:15][C:16](=[NH:17])[NH2:18])([O-:31])=[O:30]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178512835HCID 178512835, compound

Product 1

HCID 178512943HCID 178512943, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

From compound 8, in a manner similar to the synthesis of compound 2 (except that instead of trifluoroacetic acid use is made of its mixture with methylene chloride in the volume ratio of (1:1) α-benzyloxycarbonyl, ε-(nitroarginyl)lysylnitroarginylproline trifluoroacetate (compound 9) is obtained. The yield is 96%. αD20 =-12.0° (c=1, dimethylformamide). Ehis =0.52 (1 N acetic acid), Rf ==0.16 (B), 0.52 (C), 0.54 (D).

Sources & evidence

ORD record
ord-dab50a0612174c7ba5af033843c64a19
Source dataset
uspto-grants-1981_08
Patent number
US04285857

Reaction notes

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