Diisopropylethylamine → HCID 19076261, compound

HRID 965317Notes

Reaction equation

HRID 965317 reaction equation
Cl[C:2]([NH:4][N:5]1[CH:13]=[C:11]([CH3:12])[C:9](=[O:10])[NH:8][C:6]1=[O:7])=[O:3].C(N(C(C)C)CC)(C)C.[CH2:23]([O:25][C:26](=[O:39])[CH2:27][NH:28][CH2:29][CH2:30][NH:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH3:24]>C1COCC1.C(OCC)C>[CH2:23]([O:25][C:26](=[O:39])[CH2:27][N:28]([CH2:29][CH2:30][NH:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[C:2]([NH:4][N:5]1[CH:13]=[C:11]([CH3:12])[C:9](=[O:10])[NH:8][C:6]1=[O:7])=[O:3])[CH3:24]

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 4319362Ethyl N-{2-[(tert-butoxycarbonyl)amino]ethyl}glycinateHCID 19076265HCID 19076265, compound

Product 1

HCID 19076261HCID 19076261, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

The product from Example 5, 8, is dissolved in THF (500 mL) and diisopropylethylamine (12.9 g, 0.1 mol) is added, followed by N-(2-t-butyloxycarbonylaminoethyl)glycine ethyl ester (24.6 g, 0.1 mol) and the solution stirred for 12 hours. The reaction is diluted with 1000 mL of diethyl ether and extracted 3 times with 0.1N HC1 solution. The organic layer is washed with diluted sodium bicarbonate solution, dried, filtered and evaporated to give a solid.

Workup

  1. extractionextracted 3 times with 0.1N HC1 solution
  2. washThe organic layer is washed with diluted sodium bicarbonate solution
  3. customdried
  4. filtrationfiltered
  5. customevaporated
  6. customto give a solid

Sources & evidence

ORD record
ord-c6e6994d77ef4ea69cc1e69e73c38397
Source dataset
uspto-grants-1998_06
Patent number
US05773571

Reaction notes

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