(+-)-Methionine → N-Acetyl-DL-methionine

HRID 1952700Notes

Reaction equation

HRID 1952700 reaction equation
[NH2:1][CH:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][S:5][CH3:6].[C:10](OC(=O)C)(=[O:12])[CH3:11]>C(O)(=O)C>[C:10]([NH:1][CH:2]([C:7]([OH:9])=[O:8])[CH2:3][CH2:4][S:5][CH3:6])(=[O:12])[CH3:11]

Participants

4

Reactant 2

HCID 876(+-)-MethionineHCID 7918Acetic Anhydride

Product 1

HCID 6180N-Acetyl-DL-methionine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Different quantities of D,L-methionine were dissolved in 100 ml acetic acid the solution warmed in an oil bath and 1.1 equivalence of acetic anhydride were added. After 5 minutes the components were concentrated under vacuum at 100° C. bath temperature. The content of N-Acetyl-D,L-methionyl-D,L-methionine (Ac-Met-Met) was determined by HPLC. the results of these experiments are set forth in the following table.

Workup

  1. temperaturewarmed in an oil bath
  2. concentrationAfter 5 minutes the components were concentrated under vacuum at 100° C. bath temperature
  3. customthe results of these experiments

Sources & evidence

ORD record
ord-64b5168fd99f4edd8b051603f3105327
Source dataset
uspto-grants-2000_09
Patent number
US06114163

Reaction notes

Loading…