HCID 67827641, compound → HCID 67827745, compound

HRID 1199097Notes

Reaction equation

HRID 1199097 reaction equation
C(O[C:9]([NH:11][C@H:12]([C:20]([NH:22][C@H:23]([C:31]([CH:33]1[CH2:37][CH2:36][CH2:35][C:34]1([NH2:43])[C:38]([O:40][CH2:41][CH3:42])=[O:39])=[O:32])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:10])C1C=CC=CC=1>CO>[C:38]([CH2:34][CH2:33][C:9]([NH:11][C@H:12]([C:20]([NH:22][C@H:23]([C:31]([CH:33]1[CH2:37][CH2:36][CH2:35][C:34]1([NH2:43])[C:38]([O:40][CH2:41][CH3:42])=[O:39])=[O:32])[CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:10])([OH:40])=[O:39]

Participants

3

Reactant 1

HCID 67827641HCID 67827641, compound

Product 1

HCID 67827745HCID 67827745, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ethyl benzyloxycarbonylphenylalanylphenylalanyl-1-amino-1-cyclopentanecarboxylate (590 mg, 1 mmole) in methanol was hydrogenated by the procedure of Example 1. The methanolic solution was evaporated, dissolved in tetrahydrofurane, evaporated and acylated with glutaric anhydride (175 mg) in dimethylformamide for 2 hours at 80° C. The reaction mixture was evaporated and the product was precipitated with water to give the title compound, m.p. 193° to 196° C. (dimethylformamide-water).

Workup

  1. customThe methanolic solution was evaporated
  2. dissolutiondissolved in tetrahydrofurane
  3. customevaporated
  4. customThe reaction mixture was evaporated
  5. customthe product was precipitated with water

Sources & evidence

ORD record
ord-f7d1b85a9444487a8f32ac36157584c7
Source dataset
uspto-grants-1990_02
Patent number
US04898930

Reaction notes

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