Ethylmorpholine → HCID 68600578, compound

HRID 1185553Notes

Reaction equation

HRID 1185553 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH2:12][C:13]([OH:15])=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1CCOCC1)C.[B-](F)(F)(F)F.CCOC(C(C#N)=NOC(N(C)C)=[N+](C)C)=O.[F:46][C:47]([F:60])([F:59])[CH2:48][CH2:49][O:50][C:51]([N:53]1[CH2:58][CH2:57][NH:56][CH2:55][CH2:54]1)=[O:52]>C(OCC)(=O)C>[F:60][C:47]([F:46])([F:59])[CH2:48][CH2:49][O:50][C:51]([N:53]1[CH2:54][CH2:55][N:56]([C:13](=[O:15])[CH2:12][NH:11][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:10])[CH2:57][CH2:58]1)=[O:52]

Participants

6

Reactant 4

HCID 7525EthylmorpholineHCID 14349BenzyloxycarbonylglycineHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 68598860HCID 68598860, compound

Product 1

HCID 68600578HCID 68600578, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 842 mg N-Benzyloxycarbonyl glycine were added 2.0 ml N-ethylmorpholine, 1.32 g TOTU and 910 mg Piperazine-1-carboxylic acid 3,3,3-trifluoro-propyl ester. After stirring for 48 h the reaction mixture was diluted with ethyl acetate and washed with aqueous LiCl (4%), 0.1 M HCl, saturated aqueous NaHCO3 and brine. The crude product obtained was used without further purification. Yield: 1.63 g.

Workup

  1. washwashed with aqueous LiCl (4%), 0.1 M HCl, saturated aqueous NaHCO3 and brine

Sources & evidence

ORD record
ord-482506856de8461488dbed60456e1883
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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