Ethylmorpholine → HCID 68600671, compound

HRID 1185544Notes

Reaction equation

HRID 1185544 reaction equation
[N:1]([C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8])([CH2:3][C:4]([OH:6])=O)[CH3:2].C(N1CCOCC1)C.[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O.[CH2:47]([O:49][C:50]([N:52]1[CH2:57][CH2:56][NH:55][CH2:54][CH2:53]1)=[O:51])[CH3:48].C([O-])(O)=O.[Na+]>CN(C=O)C.C(OCC)(=O)C>[CH2:47]([O:49][C:50]([N:52]1[CH2:53][CH2:54][N:55]([C:4](=[O:6])[CH2:3][N:1]([C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])[CH3:2])[CH2:56][CH2:57]1)=[O:51])[CH3:48]

Participants

8

Reactant 5

HCID 7525EthylmorpholineHCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 97053N-CarbobenzoxysarcosineHCID 516892Sodium BicarbonateHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate

Product 1

HCID 68600671HCID 68600671, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 500 mg Z-Sar-OH in 15 ml DMF were added 1.1 ml N-ethylmorpholine, 735 mg TOTU and 354 mg 1-ethoxycarbonylpiperazine. After stirring for 12 h, aqueous NaHCO3 was added and the reaction mixture was diluted with ethyl acetate and washed with aqueous LiCl (4%) and 0.1 M HCl. The crude product obtained after evaporation of the solvent was used without further purification. Yield: 830 mg.

Workup

  1. washwashed with aqueous LiCl (4%) and 0.1 M HCl

Sources & evidence

ORD record
ord-d6c4082bd893497fb02edbd391811354
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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