Piperidine → HCID 131726440, compound

HRID 1160177Notes

Reaction equation

HRID 1160177 reaction equation
[NH:1](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:2]([C:7]([NH:9][C@H:10]([C:12]([NH:14][C@H:15]([C:20]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:21])[CH2:16][CH:17]([CH3:19])[CH3:18])=[O:13])[CH3:11])=[O:8])[CH2:3][CH2:4][S:5][CH3:6].N1CCCCC1>CN(C=O)C>[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:12]([NH:14][C@H:15]([C:20]([O:22][CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:21])[CH2:16][CH:17]([CH3:18])[CH3:19])=[O:13])[CH3:11])=[O:8])[CH2:3][CH2:4][S:5][CH3:6]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 131726438HCID 131726438, compound

Product 1

HCID 131726440HCID 131726440, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a round bottom flask (25 mL), Fmoc-Met-Ala-Leu-OBn (SEQ. ID NO: 3) is dissolved in 5 mL of anhydrous DMF. Piperidine is added to the solution and the mixture is stirred at room temperature for 25 minutes. The reaction is quenched with water and extracted with ethyl acetate. The combined organic layer is further washed by water, brine and dried over sodium sulfate. Solid Met-Ala-Leu-OBn (SEQ ID NO: 3) is obtained after removal of solvent.

Workup

  1. customThe reaction is quenched with water
  2. extractionextracted with ethyl acetate
  3. washThe combined organic layer is further washed by water, brine
  4. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-327344bedc894a40ba172a722c7a9abc
Source dataset
uspto-grants-2010_10
Patent number
US07816317B2

Reaction notes

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