Ethylmorpholine → HCID 68599828, compound

HRID 1185537Notes

Reaction equation

HRID 1185537 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([CH2:16][CH:17]([F:19])[F:18])[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.[CH2:50]([O:54][C:55]([N:57]1[CH2:62][CH2:61][NH:60][CH2:59][CH2:58]1)=[O:56])[CH2:51][CH2:52][CH3:53]>C(OCC)(=O)C>[CH2:50]([O:54][C:55]([N:57]1[CH2:62][CH2:61][N:60]([C:13](=[O:15])[C@@H: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])[CH2:16][CH:17]([F:19])[F:18])[CH2:59][CH2:58]1)=[O:56])[CH2:51][CH2:52][CH3:53]

Participants

6

Reactant 4

HCID 7525EthylmorpholineHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 21963126Butyl piperazine-1-carboxylateHCID 58715226(2S)-2-{[(Benzyloxy)carbonyl]amino}-4,4-difluorobutanoic acid

Product 1

HCID 68599828HCID 68599828, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 114 mg (S)-2-Benzyloxycarbonylamino-4,4-difluoro-butyric acid were added 0.11 ml N-ethylmorpholine, 138 mg TOTU and 78 mg 1-butoxycarbonylpiperazine. After stirring for 12 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: 150 mg

Workup

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

Sources & evidence

ORD record
ord-f7996bce06054564b4b36c6cbfc0d070
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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