HCID 178454169, compound → HCID 178419078, compound

HRID 904119Notes

Reaction equation

HRID 904119 reaction equation
C([NH:8][C@H:9]([C:16]([OH:18])=[O:17])[CH2:10][C:11]1[N:15]=[CH:14][NH:13][CH:12]=1)(OC(C)(C)C)=O>C(Cl)Cl>[NH2:8][C@H:9]([C:16]([OH:18])=[O:17])[CH2:10][C:11]1[N:15]=[CH:14][NH:13][CH:12]=1

Participants

3

Reactant 1

HCID 178454169HCID 178454169, compound

Product 1

HCID 178419078HCID 178419078, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

While maintaining the nitrogen gas atmosphere, 3 fold molar excess of the benzyl ester of Boc-L-Histidine (Vega, supra.) dissolved in 15 ml. of methylene chloride is added to the residue of Step (H) above. The resulting mixture is shaken and after about 10 minutes, 3 fold molar excess of N,N-dicyclohexylcarbodiimide in 15-20 ml. of methylene chloride is added with stirring. The resulting mixture is shaken at room temperature for 4.5 to 5 hours. At the end of this period, the reaction mixture is filtered and the residue washed and dried.

Workup

  1. dissolutiondissolved in 15 ml
  2. stirringwith stirring
  3. stirringThe resulting mixture is shaken at room temperature for 4.5 to 5 hours
  4. filtrationAt the end of this period, the reaction mixture is filtered
  5. washthe residue washed
  6. customdried

Sources & evidence

ORD record
ord-23f7a2d7139145f2b605c7c66f3bb740
Source dataset
uspto-grants-1980_10
Patent number
US04230696

Reaction notes

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