Hydrochloric Acid → Hydrochloric Acid

HRID 916092Notes

Reaction equation

HRID 916092 reaction equation
[NH:1](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:2]([C:7]([OH:9])=[O:8])[C@H:3]([CH2:5][CH3:6])[CH3:4].N1CCCCC1.[ClH:33]>ClCCl.C(O)C>[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[C@H:3]([CH2:5][CH3:6])[CH3:4].[ClH:33]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 2724629N-Fmoc-L-isoleucine

Product 2

HCID 313Hydrochloric AcidYield 77%HCID 6306L-Isoleucine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

Fmoc-L-Ile-AE (19 mg; 0.0314 mmol) was treated with piperidine (0.05 ml; 0.502 mmol) in dichloromethane (2 ml) for 1 hr. The solvent and piperidine were removed under vacuum. The residue was suspended in n-hexane and centrifuged. Once the supernatant solvent was removed, the solid obtained was treated with HCl in ethanol (2 ml). Solvent evaporation gave L-Ile-AE×HCl (10 mg; 77%).

Workup

  1. customThe solvent and piperidine were removed under vacuum
  2. customOnce the supernatant solvent was removed
  3. customthe solid obtained
  4. customSolvent evaporation

Sources & evidence

ORD record
ord-92db09f310614a6fb8530cc557dbc8dd
Source dataset
uspto-grants-2007_09
Patent number
US07268162B2

Reaction notes

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