Ammonium Hydroxide → HCID 131729450, compound

HRID 1890233Notes

Reaction equation

HRID 1890233 reaction equation
[NH2:1][C@@H:2]([C:22](=[O:24])[NH2:23])[CH2:3][CH2:4][C:5]([NH:7][C@@H:8]([C:19]([OH:21])=[O:20])[CH2:9][C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12][CH:11]=1)=[O:6].[OH-].[NH4+]>>[NH4+:1].[NH2:1][C@@H:2]([C:22](=[O:24])[NH2:23])[CH2:3][CH2:4][C:5]([NH:7][C@@H:8]([C:19]([O-:21])=[O:20])[CH2:9][C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12][CH:11]=1)=[O:6]

Participants

3

Reactant 2

HCID 14923Ammonium Hydroxide2×HCID 66756032HCID 66756032, compound

Product 1

HCID 131729450HCID 131729450, compound

Procedure

H-D-iGlu-D-Trp-OH (1 g from Example 3) was mixed with ammonium hydroxide (0.55M, 6 mL). The mixture was stirred and the pH was measured to be around 4.5. Ammonium hydroxide (0.55 M) was added dropwise until the pH of the solution reached between 7.0 to 7.5. Volatile materials were removed in vacuo, and the residual oil was mixed with isopropanol. A white precipitate appeared. After 2 h, the solid ammonium salt was collected by suction filtration. The solid was dried to constant weight (1 g) under high vacuum for 12 h to give the D-isoglutamyl-D-tryptophan, ammonium salt (1:1). The water content as determined by the Karl-Fisher test was 4.6%.

Workup

  1. customVolatile materials were removed in vacuo
  2. additionthe residual oil was mixed with isopropanol
  3. filtrationthe solid ammonium salt was collected by suction filtration
  4. customThe solid was dried to constant weight (1 g) under high vacuum for 12 h

Sources & evidence

ORD record
ord-74c0d364dd724cbe982b5fb8b7fa605d
Source dataset
uspto-grants-2013_08
Patent number
US08507449B2

Reaction notes

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