Ethylmorpholine → HCID 54434155, compound

HRID 1111651Notes

Reaction equation

HRID 1111651 reaction equation
FC(F)(F)C(O)=O.[CH3:8][O:9][C:10](=[O:39])[C@H:11]([CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[NH:12][C:13](=[O:31])[C@H:14]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[NH:15][C:16](=[O:23])[C@H:17]([CH2:19][C:20](=[O:22])[NH2:21])[NH2:18].ClC1C=CC([O:47][C:48](=O)[CH2:49][NH:50][C:51]([O:53][C:54]([CH3:57])([CH3:56])[CH3:55])=[O:52])=C(Cl)C=1Cl.C(N1CCOCC1)C>CN(C)C=O>[CH3:8][O:9][C:10](=[O:39])[C@H:11]([CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)[NH:12][C:13](=[O:31])[C@H:14]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[NH:15][C:16](=[O:23])[C@H:17]([CH2:19][C:20](=[O:22])[NH2:21])[NH:18][C:48](=[O:47])[CH2:49][NH:50][C:51]([O:53][C:54]([CH3:56])([CH3:55])[CH3:57])=[O:52]

Participants

5

Reactant 3

HCID 7525EthylmorpholineHCID 20453968HCID 20453968, compoundHCID 70614425HCID 70614425, compound

Product 1

HCID 54434155HCID 54434155, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of asparaginyl-phenylalanyl-phenylalanine methyl ester trifluoroacetate (0.88 g, 1.59 mmole, described by H. U. Immer et al., U.S. Pat. No. 3,917,578, issued Nov. 4, 1975), t-butoxycarbonyl-glycine trichlorophenyl ester (0.56 g, 1.59 mmole) and N-ethylmorpholine (0.203 ml, 1.59 mmole) in dimethylformamide (9 ml) is stirred at 0° C. for 1 hour and at 25° C. for 20 hours. The solution is evaporated and the residue is crystallized from methanol to give the title compound, mp 211°-214° C.

Workup

  1. customThe solution is evaporated
  2. customthe residue is crystallized from methanol

Sources & evidence

ORD record
ord-d7e0b9175d2844998fbfb5661b8151cf
Source dataset
uspto-grants-1978_10
Patent number
US04118380

Reaction notes

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