Acetic Acid → HCID 59712531, compound

HRID 2222437Notes

Reaction equation

HRID 2222437 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:21]=[CH:22][C:23]=1[O:24][CH3:25])[C:13]([C:15]1([C:18]([OH:20])=[O:19])[CH2:17][CH2:16]1)=[O:14])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:26][Si](C=[N+]=[N-])(C)C.C(O)(=O)C>CO>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:21]=[CH:22][C:23]=1[O:24][CH3:25])[C:13]([C:15]1([C:18]([O:20][CH3:26])=[O:19])[CH2:16][CH2:17]1)=[O:14])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 167693TrimethylsilyldiazomethaneHCID 59712410HCID 59712410, compound

Product 1

HCID 59712531HCID 59712531, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under a solution of 1.069 g of 1-(3-{[(t-butoxycarbonyl)amino]methyl}-4-methoxybenzoyl)-1-cyclopropanecarboxylic acid in 10 ml of methanol was added 8 ml of trimethylsilyldiazomethane (2N solution in hexane). After stirring for 30 minutes, the solution was treated with acetic acid until its color faded, and then concentrated. The residue was purified by silica gel column chromatography, to give 0.974 g of the title compound as a colorless oil.

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-319bfd681b2845bbb9a30a3d108fc606
Source dataset
uspto-grants-2008_05
Patent number
US07371777B2

Reaction notes

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