HCID 178450968, compound → HCID 178445988, compound

HRID 65353Notes

Reaction equation

HRID 65353 reaction equation
[NH:1]([C:38]([O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:39])[C@H:2]([C:10]([NH:12][C@H:13]([C:20]([NH:22][C@H:23]([C:28]([NH:30][C@H:31]([C:35]([OH:37])=[O:36])[CH:32]([CH3:34])[CH3:33])=[O:29])[CH2:24][CH:25]([CH3:27])[CH3:26])=[O:21])[CH2:14][C:15]1[N:19]=[CH:18][NH:17][CH:16]=1)=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C([O:52][C:53]([CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][NH-:62])=[O:54])(C)(C)C>FC(F)(F)C(O)=O>[NH:1]([C:38]([O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:39])[C@H:2]([C:10]([NH:12][C@H:13]([C:20]([NH:22][C@H:23]([C:28]([NH:30][C@H:31]([C:35]([OH:37])=[O:36])[CH:32]([CH3:34])[CH3:33])=[O:29])[CH2:24][CH:25]([CH3:27])[CH3:26])=[O:21])[CH2:14][C:15]1[N:19]=[CH:18][NH:17][CH:16]=1)=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.[C:53]([CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][NH-:62])([OH:54])=[O:52]

Participants

3

Reactant 1

HCID 178450968HCID 178450968, compound

Product 1

HCID 178445988HCID 178445988, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

63 mg of Z-Phe-His-Leu-Val-7-tert.-butoxycarbonylheptyl amide (Example 28) are stirred for 10 minutes at room temperature in 1.5 ml of trifluoroacetic acid. The resulting solution is concentrated. The residue is purified by flash chromatography (30 g of silica gel 60, 40-63 μm, approximately 0.4 bar, eluant B1). The productcontaining fractions are combined and concentrated by evaporation. The residue is stirred in 2 ml of water, the solid portion is filtered off with suction and dried in a high vacuμmand the title compound is obtained in the form of a white powder. Rf (B11)=0.14.

Workup

  1. concentrationThe resulting solution is concentrated
  2. customThe residue is purified by flash chromatography (30 g of silica gel 60, 40-63 μm, approximately 0.4 bar, eluant B1)
  3. concentrationconcentrated by evaporation
  4. filtrationthe solid portion is filtered off with suction
  5. dry with materialdried in a high vacuμmand the title compound
  6. customis obtained in the form of a white powder

Sources & evidence

ORD record
ord-79f9873b91664b99a9401d57baceb145
Source dataset
uspto-grants-1986_09
Patent number
US04613676

Reaction notes

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