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Key Documents

89172

Sigma-Aldrich

Bis(2,2,2-trichloroethyl) phosphorochloridate

purum, ≥98.0% (AT)

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About This Item

Linear Formula:
(Cl3CCH2O)2P(O)Cl
CAS Number:
Molecular Weight:
379.22
Beilstein:
1820707
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

grade

purum

Assay

≥98.0% (AT)

mp

45-47 °C (lit.)

SMILES string

ClC(Cl)(Cl)COP(Cl)(=O)OCC(Cl)(Cl)Cl

InChI

1S/C4H4Cl7O3P/c5-3(6,7)1-13-15(11,12)14-2-4(8,9)10/h1-2H2

InChI key

ZHHCWQGVXYGWCW-UHFFFAOYSA-N

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Other Notes

Building block to introduce a (2,2,2-trichloro)ethyl protected phosphate in tyrosine; for protected phosphoserine

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A Paquet et al.
The journal of peptide research : official journal of the American Peptide Society, 50(4), 262-268 (1997-11-14)
Suitability of bis-(2,2,2-trichloro)ethyl (Tc) groups for protection of phosphate moiety in Boc-mode synthesis of phosphotyrosine peptides is demonstrated Boc-Tyr(PO3Tc2)-OH and Fmoc-Tyr(PO3Tc2)-OH were prepared by acylating H-Tyr(PO3Tc2)-OH with (Boc)2O and Fmoc-ONSu, respectively. Phosphorus introduction was achieved by phosphorylating Boc-Tyr-OBzl with Tc
A Paquet
International journal of peptide and protein research, 39(1), 82-86 (1992-01-01)
Boc-Ser(PO3Tc2)-OH, Z-Ser(PO3Tc2)-OH and Fmoc-Ser(PO3Tc2)-OH, derivatives useful for peptide synthesis, have been obtained in high yields by acylation of H-Ser(PO3Tc2)-OH.CF3COOH. The latter was obtained from Boc- or Z-Ser(PO3Tc2)-OBzl by simultaneous removal of the amino- and carboxy-protecting groups by Pd-catalyzed hydrogenolysis in

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