Piperidine → HCID 178475065, compound

HRID 1985035Notes

Reaction equation

HRID 1985035 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH:7]([C:32](OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=[O:33])[C@H:8]([C:29]([OH:31])=[O:30])[CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14](=[C:19]1[C:27](=[O:28])[CH2:26][C:23]([CH3:25])([CH3:24])[CH2:22][C:20]1=[O:21])[CH2:15][CH:16]([CH3:18])[CH3:17]>CN(C=O)C>[NH:1]([C:20]([CH3:19])=[O:21])[C@H:6]([C:32]([NH:7][C@H:8]([C:29]([OH:31])=[O:30])[CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14](=[C:19]1[C:27](=[O:28])[CH2:26][C:23]([CH3:24])([CH3:25])[CH2:22][C:20]1=[O:21])[CH2:15][CH:16]([CH3:17])[CH3:18])=[O:33])[CH2:5][C:4]1[CH:29]=[CH:8][CH:9]=[CH:2][CH:3]=1

Participants

4

Reactant 2

HCID 8082Piperidine3×HCID 178446356HCID 178446356, compound

Product 1

HCID 178475065HCID 178475065, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a separate control experiment, regular piperidine deprotection was used. To the Fmoc-Lys(ivDde)-resin (10 mg, ˜8 μmol) was added piperidine in DMF (20%, 2 mL). The mixture was shaken for 1 min and drained. Another 2 mL of 20% piperidine was added and the mixture was shaken for 15 min. The resin was then washed, coupled with Fmoc-Phe as described above to give Ac-Phe-Lys(ivDde)-resin.

Workup

  1. stirringthe mixture was shaken for 15 min
  2. washThe resin was then washed

Sources & evidence

ORD record
ord-4bcec23d5eec414e8b3f1583ece45bcd
Source dataset
uspto-grants-2009_06
Patent number
US07544829B2

Reaction notes

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