Dimethylformamide → HCID 86733872, compound

HRID 1284003Notes

Reaction equation

HRID 1284003 reaction equation
[N+](C1C=CC([O:10][C:11](=O)[C@H:12]([CH:21]([C:25]([CH3:28])([CH3:27])[CH3:26])[C:22]([OH:24])=[O:23])[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=CC=1)([O-])=O.Cl.[CH3:31][O:32][C:33](=[O:43])[C@H:34]([CH2:36][C:37]1[CH2:38][CH:39]=[CH:40][CH2:41][CH:42]=1)[NH2:35].CN(C)C=O.C(N(CC)CC)C>C(OCC)(=O)C>[CH3:31][O:32][C:33](=[O:43])[C@H:34]([CH2:36][C:37]1[CH2:42][CH:41]=[CH:40][CH2:39][CH:38]=1)[NH:35][C:11](=[O:10])[C@H:12]([CH:21]([C:25]([CH3:28])([CH3:27])[CH3:26])[C:22](=[O:23])[OH:24])[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 68148114HCID 68148114, compoundHCID 86733873HCID 86733873, compound

Product 1

HCID 86733872HCID 86733872, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

β-tert.-butyl-Nα-tert.-butyloxycarbonyl-L-aspartic acid p-nitrophenyl ester (26.7 g.) is added to a mixture of 2,5-dihydro-L-phenylalanine methyl ester hydrochloride (11.8 g.), dimethylformamide (50 ml.) and triethylamine (7.6 ml.). After two hours at room temperature the reaction mixture is diluted with ethyl acetate and washed with 20% aqueous citric acid, water, saturated sodium bicarbonate and water. After drying over magnesium sulfate the solvent is removed in vacuo. Yield: 13.2 g.

Workup

  1. washwashed with 20% aqueous citric acid, water, saturated sodium bicarbonate and water
  2. dry with materialAfter drying over magnesium sulfate the solvent
  3. customis removed in vacuo

Sources & evidence

ORD record
ord-27ca58f5cd6b4d2782656b68141d2b69
Source dataset
uspto-grants-1976_08
Patent number
US03978034

Reaction notes

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