Acetic Acid → HCID 19605151, compound

HRID 1603482Notes

Reaction equation

HRID 1603482 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].ClCCl.[C:8]([O:12][C:13]([NH:15][CH2:16][C:17]1[S:18][C:19]([CH2:22]O)=[CH:20][N:21]=1)=[O:14])([CH3:11])([CH3:10])[CH3:9]>N1C=CC=CC=1>[C:1]([O:4][CH2:22][C:19]1[S:18][C:17]([CH2:16][NH:15][C:13]([O:12][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:14])=[N:21][CH:20]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 6344DichloromethaneHCID 19605146HCID 19605146, compound

Product 1

HCID 19605151HCID 19605151, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 6 ml portion of anhydrous acetic acid was added to a mixed solution of 10 ml of dichloromethane and 20 ml of pyridine containing 2.17 g of 2-(N-t-butoxycarbonylamino)methyl-5-hydroxymethylthiazole, and the mixture was then allowed to stand at room temperature for 17 hours. Under reduced pressure, the solvent was distilled off, and the resulting residue was dissolved in 120 ml of chloroform. The solution was washed once with water and twice with a 10% saline solution, dried over anhydrous sodium sulfate and then filtered, and the solvent was evaporated under reduced pressure to obtain 2.47 g of 5-acetoxymethyl-2-(N-t-butoxycarbonylamino)methylthiazole.

Workup

  1. distillationUnder reduced pressure, the solvent was distilled off
  2. dissolutionthe resulting residue was dissolved in 120 ml of chloroform
  3. washThe solution was washed once with water and twice with a 10% saline solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-b9ccd7cc869947929d52358df2e08afc
Source dataset
uspto-grants-1999_11
Patent number
US05990101

Reaction notes

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