Ammonia → HCID 178446003, compound

HRID 1982328Notes

Reaction equation

HRID 1982328 reaction equation
[NH:1]1[CH2:57][CH2:56][CH2:55][C@H:2]1[C:3]([NH:5][C@H:6]([C:14]([NH:16][C@H:17]([C:24]([NH:26][C@H:27]([C@H:32]([CH2:34][C:35]([NH:37][C@H:38]([C:40]([NH:42][C@H:43]([C@H:48]([CH2:50][C:51](OC)=[O:52])[OH:49])[CH2:44][CH:45]([CH3:47])[CH3:46])=[O:41])[CH3:39])=[O:36])[OH:33])[CH2:28][CH:29]([CH3:31])[CH3:30])=[O:25])[CH2:18][C:19]1[N:23]=[CH:22][NH:21][CH:20]=1)=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4].[NH3:58]>>[NH:1]1[CH2:57][CH2:56][CH2:55][C@H:2]1[C:3]([NH:5][C@H:6]([C:14]([NH:16][C@H:17]([C:24]([NH:26][C@H:27]([C@H:32]([CH2:34][C:35]([NH:37][C@H:38]([C:40]([NH:42][C@H:43]([C@H:48]([CH2:50][C:51]([NH2:58])=[O:52])[OH:49])[CH2:44][CH:45]([CH3:46])[CH3:47])=[O:41])[CH3:39])=[O:36])[OH:33])[CH2:28][CH:29]([CH3:30])[CH3:31])=[O:25])[CH2:18][C:19]1[N:23]=[CH:22][NH:21][CH:20]=1)=[O:15])[CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:4]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 178500730HCID 178500730, compound

Product 1

HCID 178446003HCID 178446003, compound

Procedure

40 mg of H-Pro-Phe-His-Sta-Ala-Sta-OMe are dissolved in 10 ml of saturated methanolic ammonia solution. The solution is left to stand for 48 hours at room temperature, then the solvent is removed in a rotary evaporator and the residue is chromatographed over silica gel in the system chloroform/methanol/concentrated aqueous ammonia solution (40:10:1). The main fractions are combined and concentrated by evaporation. After drying the residue in a high vacuum, H-Pro-Phe-His-Sta-Ala-Sta-NH2 (cf. Example 9) is obtained in the form of a colourless powder; Rf (chloroform/methanol/concentrated ammonia solution [40:10:1])=0.27.

Workup

  1. waitThe solution is left
  2. customthe solvent is removed in a rotary evaporator
  3. customthe residue is chromatographed over silica gel in the system chloroform/methanol/concentrated aqueous ammonia solution (40:10:1)
  4. concentrationconcentrated by evaporation
  5. customAfter drying the residue in a high vacuum

Sources & evidence

ORD record
ord-62998baf215c475f960d20512af1cf0f
Source dataset
uspto-grants-1986_06
Patent number
US04595677

Reaction notes

Loading…