HOAt → Diisopropylethylamine

HRID 2287906Notes

Reaction equation

HRID 2287906 reaction equation
[C:1](OC(NC(C)(C)C/C=C/C(O)=O)=O)(C)([CH3:3])[CH3:2].ON1[C:23]2[N:24]=[CH:25][CH:26]=C[C:22]=2N=N1.Cl.[CH2:29](N=C=NCCCN(C)C)C>C(Cl)Cl>[CH:1]([N:24]([CH:23]([CH3:22])[CH3:29])[CH2:25][CH3:26])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 181649HOAtHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 10847814(2E)-5-(tert-Butyloxycarbonylamino)-5-methylhex-2-enoic acid

Product 1

HCID 81531Diisopropylethylamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Then (2E)-5-(tert-butyloxycarbonylamino)-5-methylhex-2-enoic acid (0.12 g, 0.48 mmol) was dissolved in methylene chloride (5 ml) and a mixture of 1-hydroxy-7-azabenzotriazole (0.065 g, 0.48 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (0.092 g, 0.48 mmol) was added and stirred for 30 min. Then a mixture of the obtained crude product (0.18 g, 0.40 mmol) and diisopropylethylamine (0.09 ml, 0.53 mmol) was added and the mixture was stirred overnight.

Workup

  1. additionwas added
  2. additionThen a mixture of the

Sources & evidence

ORD record
ord-b224f53e4b1e410d93e928c9aeec13f7
Source dataset
uspto-grants-2000_07
Patent number
US06083908

Reaction notes

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