HCID 13671422, compound → HCID 53976515, compound

HRID 1906536Notes

Reaction equation

HRID 1906536 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:11]1[N:12]=[C:13]([NH2:16])[S:14][CH:15]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[C:18](OC([O-])=O)(=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21]>C(OCC)(=O)C>[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:11]1[N:12]=[C:13]([NH:16][C:18]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:24])[S:14][CH:15]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 13671422HCID 13671422, compoundHCID 22064466Tert-butyldicarbonate

Product 1

HCID 53976515HCID 53976515, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 2-(2-amino-4-thiazolyl)malonic acid diethyl ester in t-butyl pyrocarbonate (2.25 equivalents). After stirring at 80° C. overnight, the mixture is diluted with ethyl acetate, washed with diluted hydrochloric acid, aqueous sodium hydrogen carbonate, and water, dried and concentrated under vacuum to give 2-(2-t-butoxycarbonylamino-4-thiazolyl)malonic acid diethyl ester. Yield: 73.3%.

Workup

  1. washwashed with diluted hydrochloric acid, aqueous sodium hydrogen carbonate, and water
  2. customdried
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-25d1c5347c2a48ae90d64cf450e67f52
Source dataset
uspto-grants-1987_03
Patent number
US04652652

Reaction notes

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