Water → Dicyclohexylcarbodiimide

HRID 3092Notes

Reaction equation

HRID 3092 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2N(O)N=[N:7][C:5]=2[CH:6]=1.O.[CH3:12][N:13]([CH3:16])C=O>O1CCCC1>[CH2:1]1[CH2:2][CH2:3][CH:12]([N:13]=[C:16]=[N:7][CH:5]2[CH2:4][CH2:3][CH2:2][CH2:1][CH2:6]2)[CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 962WaterHCID 6228DimethylformamideHCID 757711-Hydroxybenzotriazole

Product 1

HCID 10868DicyclohexylcarbodiimideYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The subtitled compound was prepared substantially in accordance with the procedure detailed in Example 33, using 0.17 g (0.55 mmol) of S-2-N(t-butoxycarbonyl)amino-3-p-fluoro-phenylthio propanoic acid, 0.22 g (0.55 mmol) of the subtitled intermediate of Preparation 3B and 0.07 g (0.55 mmol) of HOBT.H2O, and 0.11 g (0.55 mmol) of DCC in 4 mL of tetrahydrofuran and 0.5 mL of dimethylformamide to provide 0.39 g of a white solid.

Workup

  1. customThe subtitled compound was prepared substantially in accordance with the procedure

Sources & evidence

ORD record
ord-26714608e58f4c188b984bcbdffd717d
Source dataset
uspto-grants-1998_03
Patent number
US05733906

Reaction notes

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