Water → Diisopropylcarbodiimide

HRID 2421566Notes

Reaction equation

HRID 2421566 reaction equation
C(C(C1C=[CH:26][C:25]([NH2:28])=[CH:24]C=1)C(O)=O)(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O.C1C=[CH:31][C:32]2[N:37](O)N=N[C:33]=2C=1.O.[CH3:40]N(C=O)C.C(Cl)Cl>>[CH3:26][CH:25]([CH3:24])[N:28]=[C:40]=[N:37][CH:32]([CH3:33])[CH3:31]

Participants

5

Reactant 4

HCID 962WaterHCID 757711-HydroxybenzotriazoleHCID 22350042dichloromethane N,N-dimethylformamideHCID 56923945HCID 56923945, compound

Product 1

HCID 12734Diisopropylcarbodiimide

Procedure

A solution of Fmoc-4-aminophenylacetic acid (0.098M), HOBt.H2O (0.12M) and DIC (0.2M) in 20% DMF/DCM was prepared. To this solution was added the Fmoc-deprotected Lanterns. The mixture was then gently agitated at room temperature for 21 h. At the completion of the reaction, the coupling solution was removed and the Lanterns washed with DMF (3×10 min), 50% DMF/DCM (3×10 min) and DCM (3×10 min). The Lanterns were air-dried overnight.

Workup

  1. customAt the completion of the reaction
  2. customthe coupling solution was removed
  3. washthe Lanterns washed with DMF (3×10 min), 50% DMF/DCM (3×10 min) and DCM (3×10 min)
  4. customThe Lanterns were air-dried overnight

Sources & evidence

ORD record
ord-ae89349dc6994fdbb1c73d17ae731cf2
Source dataset
uspto-grants-2011_06
Patent number
US07956219B2

Reaction notes

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