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BOC-MET(O)-OH

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BOC-MET(O)-OH Basic information

Product Name:
BOC-MET(O)-OH
Synonyms:
  • N-ALPHA-TERT-BUTYLOXYCARBONYL-L-METHIONINESULFOXIDE
  • N-ALPHA-T-BUTOXYCARBONYL-L-METHIONINE SULFOXIDE
  • N-ALPHA-T-BOC-L-METHIONINE-D,L-SULFOXIDE
  • BOC-L-METHIONINE (O)
  • BOC-L-MET(O)-OH
  • BOC-L-MET(O)
  • BOC-L-METHIONINE SULFOXIDE
  • BOC-MET(O)-OH
CAS:
34805-21-5
MF:
C10H19NO5S
MW:
265.33
Product Categories:
  • Methionine [Met, M]
  • Boc-Amino Acids and Derivative
  • Boc-Amino acid series
  • Amino Acid Derivatives
  • Amino Acids
Mol File:
34805-21-5.mol
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BOC-MET(O)-OH Chemical Properties

Melting point:
120-130°
Boiling point:
509.3±45.0 °C(Predicted)
Density 
1.260±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Solid
pka
3.70±0.10(Predicted)
CAS DataBase Reference
34805-21-5(CAS DataBase Reference)
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Safety Information

WGK Germany 
WGK 2 water endangering
HS Code 
2930 90 98
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BOC-MET(O)-OH Usage And Synthesis

Uses

peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

2488-15-5

2488-17-7

The general procedure for synthesizing the compound (CAS:2488-17-7) from Boc-L-methionine was as follows: general method: 38% hydrogen peroxide solution (0.094 mL, 1.2 mmol) was slowly added to a solution of Boc-L-methionine or acetic acid (7 mL) of methionine-containing peptide. The reaction mixture was kept at a constant temperature of 20°C for 30 min. Subsequently, 5% Pd/C catalyst (0.2 g) was added and the reaction mixture continued to be stirred for 30 min. After completion of the reaction, the activated carbon was removed by filtration and the filtrate was concentrated under vacuum. In case of Boc-L-methionine, the concentrated residue was dissolved in toluene, concentrated again under vacuum and the product was placed in a vacuum desiccator and dried using P4O10 as desiccant. In case of peptide containing methionine, the residue was dissolved in water and lyophilized.

References

[1] Tetrahedron, 2012, vol. 68, # 35, p. 7070 - 7076

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