Ethylmorpholine → HCID 68599814, compound

HRID 1185539Notes

Reaction equation

HRID 1185539 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:51][C:52]([N:54]1[CH2:59][CH2:58][NH:57][CH2:56][CH2:55]1)=[O:53])[CH2:48][CH2:49][CH3:50].C([O-])(O)=O.[Na+]>CN(C=O)C.C(OCC)(=O)C>[CH2:47]([O:51][C:52]([N:54]1[CH2:59][CH2:58][N:57]([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][CH2:55]1)=[O:53])[CH2:48][CH2:49][CH3:50]

Participants

8

Reactant 5

HCID 7525EthylmorpholineHCID 97053N-CarbobenzoxysarcosineHCID 516892Sodium BicarbonateHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 21963126Butyl piperazine-1-carboxylate

Product 1

HCID 68599814HCID 68599814, 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 417 mg 1-butoxycarbonylpiperazine. 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: 746 mg.

Workup

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

Sources & evidence

ORD record
ord-bce9499391864b088ab7b44ce0dfa3a2
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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