Ammonia → HCID 178513927, compound

HRID 1833330Notes

Reaction equation

HRID 1833330 reaction equation
C(O)(=O)C.CO[C:7](=[O:36])[CH2:8][CH2:9][NH:10][C:11](=[O:35])[C@@H:12]1[CH2:16][CH2:15][CH2:14][N:13]1[C:17](=[O:34])[C@H:18]([CH2:28][C:29]1[N:33]=[CH:32][NH:31][CH:30]=1)[NH:19][C:20](=[O:27])[C@@H:21]1[CH2:25][CH2:24][C:23](=[O:26])[NH:22]1.[NH3:37]>CO>[NH:22]1[C:23](=[O:26])[CH2:24][CH2:25][C@H:21]1[C:20]([NH:19][C@H:18]([C:17]([N:13]1[CH2:14][CH2:15][CH2:16][C@H:12]1[C:11]([NH:10][CH2:9][CH2:8][C:7]([NH2:37])=[O:36])=[O:35])=[O:34])[CH2:28][C:29]1[N:33]=[CH:32][NH:31][CH:30]=1)=[O:27]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 178476670HCID 178476670, compound

Product 1

HCID 178513927HCID 178513927, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.0 g of L-pyroglutamyl-L-histidyl-L-prolyl-β-alanine methyl ester acetate was dissolved in 100 ml of methanol. The resulting solution was saturated with ammonia at 0° C, the vessel was made gas-tight and stored at room temperature for 3 days. The solution was then concentrated in vacuo, the residue dissolved in 50 ml of water and lyophilised. Yield: 900 mg. [α]D25 = -94.9° (c = 1 in 1 N acetic acid).

Workup

  1. concentrationThe solution was then concentrated in vacuo
  2. dissolutionthe residue dissolved in 50 ml of water

Sources & evidence

ORD record
ord-94e4d8d65a914db181f0cf4b50bb9652
Source dataset
uspto-grants-1978_01
Patent number
US04066635

Reaction notes

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