Piperidine → HCID 131724890, compound

HRID 968867Notes

Reaction equation

HRID 968867 reaction equation
N1CCCCC1.[NH:7](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[CH2:8][CH2:9][C:10]([NH:12][C@H:13]([C:18]([NH:20][C@H:21]([C:23]([NH:25][C@H:26]([C:31]([O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:32])[CH2:27][CH:28]([CH3:30])[CH3:29])=[O:24])[CH3:22])=[O:19])[C@H:14]([CH2:16][CH3:17])[CH3:15])=[O:11]>CN(C=O)C>[NH2:7][CH2:8][CH2:9][C:10]([NH:12][C@H:13]([C:18]([NH:20][C@H:21]([C:23]([NH:25][C@H:26]([C:31]([O:33][CH2:34][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)=[O:32])[CH2:27][CH:28]([CH3:29])[CH3:30])=[O:24])[CH3:22])=[O:19])[C@H:14]([CH2:16][CH3:17])[CH3:15])=[O:11]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 131724888HCID 131724888, compound

Product 1

HCID 131724890HCID 131724890, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a round bottom flask (25 mL), Fmoc-β-Ala-Ile-Ala-Leu-OBn SEQ ID NO: 119 (0.7 g, 1.0 mmol) is dissolved in 5 mL of anhydrous DMF. Piperidine (1.2 mL, 12.1 mmol) is added to the solution and the mixture is stirred at room temperature for 25 minutes. The reaction is quenched with water (6 mL) and extracted with ethyl acetate (2×10 mL). The combined organic layer is further washed by water (2×5 mL), brine (5 mL) and dried over sodium sulfate. A white solid (0.8 g) is obtained after removal of solvent.

Workup

  1. customThe reaction is quenched with water (6 mL)
  2. extractionextracted with ethyl acetate (2×10 mL)
  3. washThe combined organic layer is further washed by water (2×5 mL), brine (5 mL)
  4. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-d0f416322be646f59b2275f7f57a48e5
Source dataset
uspto-grants-2007_12
Patent number
US07304032B2

Reaction notes

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