Benzyloxycarbonylglycine → HCID 47117222, compound

HRID 1654408Notes

Reaction equation

HRID 1654408 reaction equation
Cl.CN(C)[CH2:4][CH2:5][CH2:6][N:7]=C=NCC.[CH2:13]([O:20][C:21]([NH:23][CH2:24][C:25]([OH:27])=O)=[O:22])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C1(N)CC1>C(Cl)Cl.CCOCC>[CH:6]1([NH:7][C:25](=[O:27])[CH2:24][NH:23][C:21]([O:20][CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[O:22])[CH2:4][CH2:5]1

Participants

6

Reactant 3

HCID 14349BenzyloxycarbonylglycineHCID 69828CyclopropylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 47117222HCID 47117222, compoundYield 80.7%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

23.1 g of N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC) are added while stirring to 24 g of N-benzyloxycarbonyl-glycine and 8 ml of cyclopropylamine in 240ml of methylene chloride and the mixture is stirred at room temperature for 4 hours. The mixture is taken up in ether and washed with 1N hydrochloric acid, with bicarbonate solution and with water. After drying and evaporating the ether phase there are obtained 23 g of benzyloxycarbonylamino-acetic acid cyclopropylamide.

Workup

  1. washwashed with 1N hydrochloric acid, with bicarbonate solution and with water
  2. customAfter drying
  3. customevaporating the ether phase

Sources & evidence

ORD record
ord-ebb06c1aa9454526a43754a67466cecb
Source dataset
uspto-grants-1995_04
Patent number
US05405854

Reaction notes

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