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54714-11-3 - 4,6-Diphenylthieno[3,4-d]-1,3-dioxol-2-one 5,5-dioxide, 97% - Steglich's Reagent - TDO activated carbonate - L13513 - Alfa Aesar

L13513 4,6-Diphenylthieno[3,4-d]-1,3-dioxol-2-one 5,5-dioxide, 97%

CAS-Nummer
54714-11-3
Synonyme
Steglich's Reagent
TDO activated carbonate

4,6-Diphenylthieno[3,4-d]-1,3-dioxol-2-one 5,5-dioxide, 97%

MDL
MFCD00040564
EINECS
259-301-2

Chemische Eigenschaften

Formel
C17H10O5S
Molmasse
326.33
Schmelzpunkt
224-230°
Sensitivität
Moisture Sensitive

Literaturverweise

Reagent for the formation of active esters for peptide coupling or esterification. In the presence of 1 equiv. of base, these enolize with formation of a deep red anion in which the enolate oxygen is well placed to facilitate aminolysis or alcoholysis: Angew. Chem. Int. Ed., 15, 444 (1976). Aminolysis occurs more rapidly in dichloromethane than in the more polar DMF. Progress of acylation can readily be followed by disappearance of the red color of the active ester, giving scope for the possibility of automatic monitoring of the reaction: J. Chem. Soc., Chem. Commun., 1870 (1987).

/n

Reacts with t-butanol and pyridine to give an activated reagent for the formation of Boc derivatives of amino acids which can then further react with the reagent to form active esters for peptide coupling: Angew. Chem. Int. Ed., 18, 307 (1979); Liebigs Ann. Chem., 437 (1988). For peptide reagents, see Appendix 6.

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GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Sicherheitshinweise: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
1396884
Harmonized Tariff Code
2934.99
TSCA
No

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