Triethylsilane → HCID 22730792, compound

HRID 2356069Notes

Reaction equation

HRID 2356069 reaction equation
C([O:5][C:6](=[O:29])[CH2:7][CH2:8][C:9]1[CH:18]=[CH:17][C:16]([C:19]2[CH:28]=[CH:27][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:21][CH:20]=2)=[C:15]2[C:10]=1[CH:11]=[CH:12][CH:13]=[N:14]2)(C)(C)C.C([SiH](CC)CC)C>C(O)(C(F)(F)F)=O>[CH3:26][O:25][C:23]([C:22]1[CH:21]=[CH:20][C:19]([C:16]2[CH:17]=[CH:18][C:9]([CH2:8][CH2:7][C:6]([OH:29])=[O:5])=[C:10]3[C:15]=2[N:14]=[CH:13][CH:12]=[CH:11]3)=[CH:28][CH:27]=1)=[O:24]

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 22730085HCID 22730085, compound

Product 1

HCID 22730792HCID 22730792, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A mixture of Example 201G (1.26 g, 3.22 mmol) and triethylsilane (1.12 g, 9.66 mmol) in TFA (10 mL) was heated to 50° C. for 16 hours and concentrated. The concentrate was purified by flash column chromatography on silica gel with 5% methanol/ethyl acetate to provide the desired product.

Workup

  1. concentrationconcentrated
  2. customThe concentrate was purified by flash column chromatography on silica gel with 5% methanol/ethyl acetate

Sources & evidence

ORD record
ord-9e35e25d963148caacec52112085efb0
Source dataset
uspto-grants-2010_07
Patent number
US07754886B2

Reaction notes

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