Water → HCID 9926657, compound

HRID 654473Notes

Reaction equation

HRID 654473 reaction equation
[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH2:17][CH2:18][NH:19][OH:20])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[Si]([N:25]=[C:26]=[O:27])(C)C.O>C1COCC1>[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH2:17][CH2:18][N:19]([OH:20])[C:26]([NH2:25])=[O:27])[CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 70696Trimethylsilyl isocyanateHCID 85657726HCID 85657726, compound

Product 1

HCID 9926657HCID 9926657, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of product from Step 4 (150 mg, 0.56 mmol) in THF (4 mL) at room temperature there was added 85% trimethyl silyl isocyanate (TMSNCO, 162 mg, 1.2 mmol) and the mixture was stirred for 30 minutes. H2O (5 mL) was added, and after stirring for a further 10 minutes the THF was evaporated, and the residue extracted with Et2O, the extracts washed with H2O, dried over MgSO4 and evaporated to afford the title compound as a thick oil.

Workup

  1. customwas evaporated
  2. extractionthe residue extracted with Et2O
  3. washthe extracts washed with H2O
  4. dry with materialdried over MgSO4
  5. customevaporated

Sources & evidence

ORD record
ord-7e2e68825fc6490385864900a5053385
Source dataset
uspto-grants-1992_07
Patent number
US05132319

Reaction notes

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