HCID 131731168, compound → H-L-Lys(Boc)-L-Glu(OBzl)-OH

HRID 474179Notes

Reaction equation

HRID 474179 reaction equation
[NH:1](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:2]([C:15]([NH:17][C@H:18]([C:31]([OH:33])=[O:32])[CH2:19][CH2:20][C:21](=[O:30])[O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:16])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9]>N1CCCCC1.O1CCOCC1>[NH2:1][C@H:2]([C:15]([NH:17][C@H:18]([C:31]([OH:33])=[O:32])[CH2:19][CH2:20][C:21](=[O:30])[O:22][CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)=[O:16])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9]

Participants

4

Reactant 1

HCID 131731168HCID 131731168, compound

Product 1

HCID 131731167H-L-Lys(Boc)-L-Glu(OBzl)-OH

Reagents, catalysts & solvents 2

HCID 8082PiperidineSolventHCID 312751,4-DioxaneSolvent

Procedure

Fmoc-L-Lys(Boc)-L-Glu(OBzl)-OH (69.0 g, 0.1 mol) was dissolved in 300 ml of 20% piperidine in dioxane and stirred for 1 hour at room temperature. The solvent was evaporated in vacuum and residual oil was dissolved in 0.1% AcOH. The precipitate was filtered off and washed with 0.1% AcOH and water to neutral pH. The yield was 43.7 (94%). Rf=0.5 (CHCl3:MeOH: 32% AcOH=5:3:1).

Workup

  1. customThe solvent was evaporated in vacuum and residual oil
  2. dissolutionwas dissolved in 0.1% AcOH
  3. filtrationThe precipitate was filtered off
  4. washwashed with 0.1% AcOH and water to neutral pH

Sources & evidence

ORD record
ord-de3c7a36e8a94c8a9906c216af84ded0
Source dataset
uspto-grants-2014_01
Patent number
US08637521B2

Reaction notes

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