HCID 178418361, compound → HCID 178445978, compound

HRID 1982341Notes

Reaction equation

HRID 1982341 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:10]([NH:12][C@H:13]([C:21]([N:23]1[CH2:77][CH2:76][CH2:75][C@H:24]1[C:25]([NH:27][C@H:28]([C:36]([NH:38][C@H:39]([C:46]([NH:48][C@H:49]([C@H:54]([CH2:56][C:57]([NH:59][CH2:60][CH2:61][C:62]([NH:64][C@H:65]([C:72]([NH2:74])=[O:73])[CH2:66][C:67]1[N:71]=[CH:70][NH:69][CH:68]=1)=[O:63])=[O:58])[OH:55])[CH2:50][CH:51]([CH3:53])[CH3:52])=[O:47])[CH2:40][C:41]1[N:45]=[CH:44][NH:43][CH:42]=1)=[O:37])[CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:26])=[O:22])[CH2:14][CH2:15][CH2:16][NH:17][C:18](=[NH:20])[NH2:19])=[O:11])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:9])[NH2:8].[H][H]>CO>[NH2:1][C@H:2]([C:10]([NH:12][C@H:13]([C:21]([N:23]1[CH2:77][CH2:76][CH2:75][C@H:24]1[C:25]([NH:27][C@H:28]([C:36]([NH:38][C@H:39]([C:46]([NH:48][C@H:49]([C@H:54]([CH2:56][C:57]([NH:59][CH2:60][CH2:61][C:62]([NH:64][C@H:65]([C:72]([NH2:74])=[O:73])[CH2:66][C:67]1[N:71]=[CH:70][NH:69][CH:68]=1)=[O:63])=[O:58])[OH:55])[CH2:50][CH:51]([CH3:53])[CH3:52])=[O:47])[CH2:40][C:41]1[N:45]=[CH:44][NH:43][CH:42]=1)=[O:37])[CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)=[O:26])=[O:22])[CH2:14][CH2:15][CH2:16][NH:17][C:18](=[NH:19])[NH2:20])=[O:11])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:8])[NH2:9]

Participants

4

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178445977HCID 178445977, compound

Product 1

HCID 178445978HCID 178445978, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

98 mg of Z-Arg-Arg-Pro-Phe-His-Sta-β-Ala-His-NH2 (from Example 20) are dissolved in 2 ml of 95% strength MeOH and hydrogenated with 20 mg of Pd-on-carbon (10% Pd), while stirring with a magnet and passing hydrogen through, until the starting material has disappeared. The catalyst is then filtered off, the filtrate is concentrated to dryness and the vitreous residue is dissolved in 2 ml of H2O and lyophilised, yielding H-Arg-Arg-Pro-Phe-His-Sta-β-Ala-His-NH2 in the form of an amorphous powder; Rf (D)=0.05; Rf (M)=0.06; Rf (O)=0.06.

Workup

  1. filtrationThe catalyst is then filtered off
  2. concentrationthe filtrate is concentrated to dryness
  3. dissolutionthe vitreous residue is dissolved in 2 ml of H2O

Sources & evidence

ORD record
ord-6bef5ab5263e4e72aa9e1916d1f4483a
Source dataset
uspto-grants-1986_06
Patent number
US04595677

Reaction notes

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