Water → HCID 178476672, compound

HRID 904966Notes

Reaction equation

HRID 904966 reaction equation
[NH:1]([C:66]([O:68][CH2:69][C:70]1[CH:75]=[CH:74][CH:73]=[CH:72][CH:71]=1)=[O:67])[C@@H:2]([C:15]([NH:17][C@H:18]([C:26]([NH:28][C@H:29]([C:39]([NH:41][C@H:42]([C:46]([NH:48][C@H:49]([C:62]([O:64][CH3:65])=[O:63])[CH2:50][C:51]1[CH:56]=[CH:55][C:54]([O:57]C(C)(C)C)=[CH:53][CH:52]=1)=[O:47])[CH:43]([CH3:45])[CH3:44])=[O:40])[CH2:30][CH2:31][C:32](=[O:38])[O:33]C(C)(C)C)=[O:27])[CH2:19][CH2:20][CH2:21][NH:22][C:23](=[NH:25])[NH2:24])=[O:16])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7]C(OC(C)(C)C)=O.Cl.O>FC(F)(F)C(O)=O>[NH:1]([C:66]([O:68][CH2:69][C:70]1[CH:71]=[CH:72][CH:73]=[CH:74][CH:75]=1)=[O:67])[C@@H:2]([C:15]([NH:17][C@H:18]([C:26]([NH:28][C@H:29]([C:39]([NH:41][C@H:42]([C:46]([NH:48][C@H:49]([C:62]([O:64][CH3:65])=[O:63])[CH2:50][C:51]1[CH:56]=[CH:55][C:54]([OH:57])=[CH:53][CH:52]=1)=[O:47])[CH:43]([CH3:45])[CH3:44])=[O:40])[CH2:30][CH2:31][C:32](=[O:33])[OH:38])=[O:27])[CH2:19][CH2:20][CH2:21][NH:22][C:23](=[NH:24])[NH2:25])=[O:16])[CH2:3][CH2:4][CH2:5][CH2:6][NH2:7].[CH3:31][C:32]([OH:38])=[O:33]

Participants

4

Reactant 2

HCID 962WaterHCID 178501386HCID 178501386, compound

Product 1

HCID 178476672HCID 178476672, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

3.6 g (3.3 mmoles) of Z-D-Lys(Boc)-Arg-Glu(OBut)-Val-Tyr(But)-OMe.HCl are dissolved in 30 ml of 90 percent strength trifluoroacetic acid and the product is worked up analogously to Example 27 D. Yield 2.81 g (94%), [α]D23 =-32.4° (c=1, water).

Sources & evidence

ORD record
ord-a149ed66f8d14ae08c888f209e264c27
Source dataset
uspto-grants-1983_12
Patent number
US04420424

Reaction notes

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