Triethylsilane → HCID 15516573, compound

HRID 896487Notes

Reaction equation

HRID 896487 reaction equation
[C:1]([C:9]1[CH:37]=[CH:36][C:12]2[N:13]([CH2:17][CH2:18][O:19][C:20]3[CH:35]=[CH:34][C:23]([CH2:24][CH:25]([C:30]([O:32][CH3:33])=[O:31])[C:26]([O:28][CH3:29])=[O:27])=[CH:22][CH:21]=3)[C:14](=[O:16])[S:15][C:11]=2[CH:10]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[CH2:1]([C:9]1[CH:37]=[CH:36][C:12]2[N:13]([CH2:17][CH2:18][O:19][C:20]3[CH:35]=[CH:34][C:23]([CH2:24][CH:25]([C:30]([O:32][CH3:33])=[O:31])[C:26]([O:28][CH3:29])=[O:27])=[CH:22][CH:21]=3)[C:14](=[O:16])[S:15][C:11]=2[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 9958279S26948

Product 1

HCID 15516573HCID 15516573, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Dissolve the compound obtained in Example 18 (0.7 g) in trifluoroacetic acid (1.6 ml) and then add triethylsilane (0.5 ml). Leave at ambient temperature for 2 days with magnetic stirring. Hydrolyse the reaction mixture and then extract twice with 30 ml of ether each time. Dry the organic phase over magnesium sulphate and evaporate it under reduced pressure. Carry out flash chromatography on the resulting residue using an 8/2 cyclohexane/ethyl acetate mixture as eluant.

Workup

  1. customLeave at ambient temperature for 2 days with magnetic stirring
  2. extractionHydrolyse the reaction mixture and then extract twice with 30 ml of ether each time
  3. dry with materialDry the organic phase over magnesium sulphate
  4. customevaporate it under reduced pressure

Sources & evidence

ORD record
ord-96d9d3f978444292a8f2fa489f9d7645
Source dataset
uspto-grants-2005_07
Patent number
US06919362B2

Reaction notes

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