4-Methylmorpholine → HCID 54338339, compound

HRID 614203Notes

Reaction equation

HRID 614203 reaction equation
Cl.[CH2:2]([O:9][C:10](=[O:24])[C@H:11]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[NH:12][C:13](=[O:16])[CH2:14][NH2:15])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.ClC1C=C(Cl)C(Cl)=CC=1[O:34][C:35](=O)[CH2:36][NH:37][C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39].CN1CCOCC1>C(Cl)Cl>[CH2:2]([O:9][C:10](=[O:24])[C@H:11]([CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[NH:12][C:13](=[O:16])[CH2:14][NH:15][C:35](=[O:34])[CH2:36][NH:37][C:38]([O:40][C:41]([CH3:43])([CH3:42])[CH3:44])=[O:39])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 12799284t-Butoxycarbonylglycine-2,4,5-Trichlorophenyl EsterHCID 70603822HCID 70603822, compound

Product 1

HCID 54338339HCID 54338339, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 6.1 parts glycyl-L-phenylalanine benzyl ester hydrochloride, 7.0 parts N-t-butoxycarbonylglycine 2,4,5-trichlorophenyl ester and 1.8 parts N-methylmorpholine in 150 parts methylene chloride is stirred overnight at room temperature. The solvents are then removed by evaporation under reduced pressure to yield the crude tripeptide. Purification by low pressure column chromatography affords pure N-t-butoxycarbonylglycylglycyl-L-phenylalanine benzyl ester.

Workup

  1. customThe solvents are then removed by evaporation under reduced pressure
  2. customto yield the crude tripeptide
  3. customPurification by low pressure column chromatography

Sources & evidence

ORD record
ord-51e5c6e633014b468d7fc6b39a0ba378
Source dataset
uspto-grants-1979_03
Patent number
US04144228

Reaction notes

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