Water → Diisopropylcarbodiimide

HRID 2421565Notes

Reaction equation

HRID 2421565 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 Lanterns were drained and washed with DMF (3×10 min), 50% DMF/DCM (3×10 min) and DCM (3×10 min), then air-dried overnight.

Workup

  1. customAt the completion of the reaction
  2. washwashed with DMF (3×10 min), 50% DMF/DCM (3×10 min) and DCM (3×10 min)
  3. customair-dried overnight

Sources & evidence

ORD record
ord-812a6b7aab7447b0bf5da35b52c37f54
Source dataset
uspto-grants-2011_06
Patent number
US07956219B2

Reaction notes

Loading…