Piperidine → HCID 131724890, compound

HRID 500351Notes

Reaction equation

HRID 500351 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-e3dc32f506284d40beb6b62bbdd1bf7d
Source dataset
uspto-grants-2010_08
Patent number
US07771962B2

Reaction notes

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