Ammonium Hydroxide → HCID 131729450, compound

HRID 1642030Notes

Reaction equation

HRID 1642030 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 (0.55M) 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-c4f7570ef5944d6eb0e7fe7b458f7d2a
Source dataset
uspto-grants-2012_02
Patent number
US08119606B2

Reaction notes

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