Ammonia → HCID 54486135, compound

HRID 1833323Notes

Reaction equation

HRID 1833323 reaction equation
C[O:2][C:3](=O)[CH2:4][CH2:5][NH:6][C:7](=[O:20])[C@@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14].[NH3:22]>CO>[C:16]([O:15][C:13]([N:9]1[CH2:10][CH2:11][CH2:12][C@H:8]1[C:7]([NH:6][CH2:5][CH2:4][C:3]([NH2:22])=[O:2])=[O:20])=[O:14])([CH3:19])([CH3:18])[CH3:17]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14964780HCID 14964780, compound

Product 1

HCID 54486135HCID 54486135, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 11 g of t-butyloxycarbonyl-L-prolyl-β-alanine methyl ester in 80 ml of methanol was saturated with ammonia gas at 0° C and stored for 2 days at room temperature. The solution was concentrated in vacuo and the residue crystallised from methanol/water. Yield: 9.8 g; melting point 175°-4 177° C; [α]D25 = -44.5° (c = 1 in dimethylformamide).

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. customthe residue crystallised from methanol/water
  3. custom4 177° C

Sources & evidence

ORD record
ord-3bbbd0b308304614b99e8419950739d9
Source dataset
uspto-grants-1978_01
Patent number
US04066635

Reaction notes

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