Bromotrimethylsilane → HCID 22174559, compound

HRID 1797310Notes

Reaction equation

HRID 1797310 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:18]2[CH:32]=[CH:31][CH:30]=[CH:29][C:19]=2[CH2:20][P:21](=[O:28])([O:25]CC)[O:22]CC)[CH:5]=[CH:6][C:7]=1[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])=[O:9].C[Si](Br)(C)C>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:18]2[CH:32]=[CH:31][CH:30]=[CH:29][C:19]=2[CH2:20][P:21](=[O:22])([OH:28])[OH:25])[CH:5]=[CH:6][C:7]=1[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])=[O:9]

Participants

4

Reactant 2

HCID 76113BromotrimethylsilaneHCID 10227184HCID 10227184, compound

Product 1

HCID 22174559HCID 22174559, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 153 (0.27 g, 0.56 mmol) was dissolved in dry DCM (5 mL) under an argon atmosphere. Trimethylsilyl bromide (0.37 mL, 2.8 mmol) was added and the solution was stirred at room temperature for 20 h. The solution was concentrated in vacuo and then co-concentrated with MeOH three times. The crude product was dissolved in MeOH and treated with activated charcoal, filtered and concentrated in vacuo to afford the title compound as an orange oil.

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. dissolutionThe crude product was dissolved in MeOH
  3. additiontreated with activated charcoal
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d49744e2e47e474db82941c85097e807
Source dataset
uspto-grants-2006_04
Patent number
US07034015B2

Reaction notes

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