1,4-Dioxane hydrochloride → (S)-2-(4-aminomethylbenzoylamino)-4-aminobutyric Acid

HRID 11869Notes

Reaction equation

HRID 11869 reaction equation
C([NH:8][CH2:9][C:10]1[CH:32]=[CH:31][C:13]([C:14]([NH:16][C@@H:17]([CH2:21][CH2:22][NH:23]C(OC(C)(C)C)=O)[C:18]([OH:20])=[O:19])=[O:15])=[CH:12][CH:11]=1)(OC(C)(C)C)=O.Cl.O1CCOCC1>CO>[NH2:8][CH2:9][C:10]1[CH:32]=[CH:31][C:13]([C:14]([NH:16][C@@H:17]([CH2:21][CH2:22][NH2:23])[C:18]([OH:20])=[O:19])=[O:15])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 21043765HCID 21043765, compound

Product 1

HCID 86592270(S)-2-(4-aminomethylbenzoylamino)-4-aminobutyric AcidYield 189.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound obtained in Example 60-2 (49.7 mg) was dissolved in methanol (0.5 ml) and 4 mol/l hydrochloric acid/dioxane solution (0.5 ml) was added. The mixture was stirred for 1.5 hours at room temperature. After the reaction, the solvent was removed by distillation and the residue was dried using a vacuum pump to obtain the title compound (52.4 mg) as a white solid.

Workup

  1. customAfter the reaction
  2. customthe solvent was removed by distillation
  3. customthe residue was dried

Sources & evidence

ORD record
ord-3ad50d0bff1c4952af0d652c13f73120
Source dataset
uspto-grants-2006_08
Patent number
US07098215B2

Reaction notes

Loading…