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Tetrabenzyl pyrophosphate, 98%, Thermo Scientific Chemicals
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Catalog number L09083.06
also known as L09083-06
Price (USD)/ Each
720.65
Online exclusive
801.00 Save 80.35 (10%)
-
Quantity:
5 g
Price (USD)/ Each
720.65
Online exclusive
801.00 Save 80.35 (10%)
Tetrabenzyl pyrophosphate, 98%, Thermo Scientific Chemicals
Catalog numberL09083.06
Price (USD)/ Each
720.65
Online exclusive
801.00 Save 80.35 (10%)
-
Chemical Identifiers
CAS990-91-0
IUPAC Namedibenzyl {[bis(benzyloxy)phosphoryl]oxy}phosphonate
Molecular FormulaC28H28O7P2
InChI KeyNSBNXCZCLRBQTA-UHFFFAOYSA-N
SMILESO=P(OCC1=CC=CC=C1)(OCC1=CC=CC=C1)OP(=O)(OCC1=CC=CC=C1)OCC1=CC=CC=C1
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Specification SheetTetrabenzyl pyrophosphate is used in the preparation of phosphoryl derivatives of shikimic acid in the presence of LDA. It is used in the preparation of dibenzyl phosphoro fluoridate in the presence of cesium fluoride as a catalyst. It is also used as a precursor in pharmaceuticals and involved in the phosphorylation of inositol derivatives.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Tetrabenzyl pyrophosphate is used in the preparation of phosphoryl derivatives of shikimic acid in the presence of LDA. It is used in the preparation of dibenzyl phosphoro fluoridate in the presence of cesium fluoride as a catalyst. It is also used as a precursor in pharmaceuticals and involved in the phosphorylation of inositol derivatives.
Solubility
Slightly soluble in water.
Notes
Moisture sensitive. Incompatible with strong oxidizing agents, strong acid and bases and reducing agents.
Tetrabenzyl pyrophosphate is used in the preparation of phosphoryl derivatives of shikimic acid in the presence of LDA. It is used in the preparation of dibenzyl phosphoro fluoridate in the presence of cesium fluoride as a catalyst. It is also used as a precursor in pharmaceuticals and involved in the phosphorylation of inositol derivatives.
Solubility
Slightly soluble in water.
Notes
Moisture sensitive. Incompatible with strong oxidizing agents, strong acid and bases and reducing agents.
RUO – Research Use Only
General References:
- Useful reagent for O-phosphorylation. Used in preparation of phosphoryl derivatives of shikimic acid, by reaction in the presence of LDA; subsequent debenzylation was accomplished with TMS bromide: J. Org. Chem, 51, 75 (1986). Used to phosphorylate inositol derivatives in the presence of KH or NaH in THF: J. Am. Chem. Soc., 109, 3478 (1987); J. Chem. Soc., Chem. Commun., 298 (1991); the required debenzylated products were obtained by catalytic hydrogenolysis.
- Forget, S. M.; Jee, A.; Smithen, D. A.; Jagdhane, R.; Anjum, S.; Beaton, S. A.; Palmer, D. R. J.; Syvitski, R. T.; Jakeman, D. L. Kinetic evaluation of glucose 1-phosphate analogues with a thymidylyltransferase using a continuous coupled enzyme assay. Org. Biomol. Chem. 2015, 13 (3), 866-875.
- Ghaedi, M.; Jaberi, S. Y. S.; Hajati, S.; Montazerozohori, M; Asfaram, A.; Zareh, M. Modified Carbon Paste Electrode for Pb2+ Ion Determination: Response Surface Methodology. IEEE Sensors J. 2015, 15 (5), 2974 - 2983.