Diisopropylcarbodiimide → N,N'-Bis(1-methylethyl)urea

HRID 1028859

Reaction equation

HRID 1028859 reaction equation
Cl.C([O:4]C(=O)[C@H](CC1C=CC=CC=1)N)C.[CH:16]([N:19]=[C:20]=[N:21][CH:22]([CH3:24])[CH3:23])([CH3:18])[CH3:17].C(N(C(C)C)CC)(C)C>O>[CH:16]([NH:19][C:20](=[O:4])[NH:21][CH:22]([CH3:24])[CH3:23])([CH3:18])[CH3:17]

Participants

5

Reactant 3

HCID 12734DiisopropylcarbodiimideHCID 81531DiisopropylethylamineHCID 165085Ethyl L-phenylalaninate hydrochloride

Product 1

HCID 20084N,N'-Bis(1-methylethyl)urea

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Then 11.5 g (50 mM) of Phenylalanine Ethyl Ester hydrochloride and 7.75 mL (45 mM) of diisopropylcarbodiimide were added. Then 8.6 mL (50 mM) of diisopropylethylamine was added via the dropping funnel for 10 min. The reaction mixture was kept for 20 hours at a room temperature, then 10 mL of H2O was added, a precipitate of diisopropylurea formed was filtered off, a resulted solution was analyzed by HPLC. According analysis, the reaction was completed at 50%.

Sources & evidence

ORD record
ord-f920496197c1476e8361f7ae5bb4c5a4
Source dataset
uspto-grants-2014_05
Patent number
US08735623B2

Linked notes

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