1,1'-Carbonyldiimidazole → HCID 18595908, compound

HRID 637643Notes

Reaction equation

HRID 637643 reaction equation
[CH2:1]([O:3][C:4]([C@@H:6]([NH:8][C@H:9]([C:11]([OH:13])=O)[CH3:10])[CH3:7])=[O:5])[CH3:2].C(N1C=CN=C1)(N1C=CN=C1)=O.[N:26]1[CH:31]=[CH:30][CH:29]=[N:28][C:27]=1[NH:32][CH2:33][C:34]([O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:35]>O1CCCC1>[CH2:1]([O:3][C:4]([C@@H:6]([NH:8][C@H:9]([C:11]([N:32]([C:27]1[N:26]=[CH:31][CH:30]=[CH:29][N:28]=1)[CH2:33][C:34]([O:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:35])=[O:13])[CH3:10])[CH3:7])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 13369238HCID 13369238, compoundHCID 20255512HCID 20255512, compound

Product 1

HCID 18595908HCID 18595908, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-[1-(S)-Ethoxycarbonylethyl]alanine and 1,1'-Carbonyldiimidazole were added to dry tetrahydrofuran. The resulting mixture was refluxed for fifteen minutes. To the resulting solution was added benzyl N-(2-pyrimidyl)glycinate. The resulting mixture was refluxed for three hours. The product was purified by HPLC chromatography to yield benzyl N-[1-(S)ethoxycarbonylethyl]alanyl-N-(2-pyrimidyl)glycinate.

Workup

  1. temperatureThe resulting mixture was refluxed for fifteen minutes
  2. temperatureThe resulting mixture was refluxed for three hours
  3. customThe product was purified by HPLC chromatography

Sources & evidence

ORD record
ord-66e3fe23da32411fa8f6698ccafe7d9f
Source dataset
uspto-grants-1985_12
Patent number
US04558038

Reaction notes

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