Diisopropylethylamine → HCID 57640143, compound

HRID 2112088Notes

Reaction equation

HRID 2112088 reaction equation
[NH2:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:18]([NH2:22])[C:3]=1[C:4]([NH:6][CH:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:8](O)=[O:9])=[O:5].C(N(C(C)C)CC)(C)C>C1COCC1>[NH2:1][C:2]1[C:3]2[C:4](=[O:5])[NH:6][CH:7]([CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:8](=[O:9])[NH:22][C:18]=2[CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 81531DiisopropylethylamineHCID 67095155HCID 67095155, compound

Product 1

HCID 57640143HCID 57640143, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

88 mg (0.3 mmol) 2-(2,6-diamino-benzoylamino)-3-phenyl-propionic acid are dissolved in 2 ml THF, combined with 143 mg (0.9 mmol) 1-(3-dimethyl-aminopropyl)-3-ethylcarbodiimide hydrochloride and 103 μl (0.6 mmol) diisopropyl-ethylamine and stirred for 17 h at 50° C. Then the solvent is eliminated in vacuo and the crude product is purified by chromatography. The carrier used is silica gel and the eluant used is dichloromethane, to which 5% of a mixture of 90% methanol and 10% saturated aqueous ammonia solution have been added.

Workup

  1. customthe crude product is purified by chromatography
  2. additionto which 5% of a mixture of 90% methanol and 10% saturated aqueous ammonia solution have been added

Sources & evidence

ORD record
ord-54d0f5f3a08e42889d04c9881e8e826e
Source dataset
uspto-grants-2009_04
Patent number
US07521457B2

Reaction notes

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