CAS 764-09-0, Cat. No EN300-211766
Sulfating reagent with TCE protecting group
2,2,2-Trichloroethyl sulfurochloridate is a sulfating reagent used to install the 2,2,2-trichloroethyl (TCE) protecting group on sulfate esters1. TCE-protected sulfates are stable to strong acids and weak bases, making them compatible with Boc- and Fmoc-based peptide synthesis. They can be deprotected under mild reductive conditions (Pd/C–ammonium formate or Zn–ammonium formate) without desulfation. This reagent enables high-yield synthesis of aryl sulfates and allows early incorporation of sulfotyrosine residues in solid-phase peptide synthesis2, supporting efficient preparation of mono-, di-, tri-, and tetra-sulfated peptides.
Synonyms: 2,2,2-trichloroethoxysulfonyl chloride; chlorosulfuric acid, 2,2,2-trichloroethyl ester; 2,2,2-trichloroethyl sulfurochloridate; 1,1,1-trichloro-2-chlorosulfonyloxy-ethane; 2,2,2-trichloroethylsulfochloridate
Selected publications
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Synthesis and Protection of Aryl Sulfates Using the 2,2,2-Trichloroethyl Moiety.
Liu, Y.; Lien, I. F. F.; Ruttgaizer, S.; Dove, P.; Taylor, S. D. Org Lett 2004, 6 (2), 209–212. DOI: 10.1021/ol036157o
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Efficient Solid-Phase Synthesis of Sulfotyrosine Peptides Using a Sulfate Protecting-Group Strategy.
Ali, A. M.; Taylor, S. D. Angewandte Chemie - International Edition 2009, 48 (11), 2024–2026. DOI: 10.1002/anie.200805642