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ALD00617

Sigma-Aldrich

(−)-PI Reagent

≥95%

Synonym(s):

(2R,3aS,5R,7aS)-7a-Methyl-2-((perfluorophenyl)thio)-5-(prop-1-en-2-yl)hexahydrobenzo[d][1,3,2]oxathiaphosphole 2-sulfide, Phosphorus Incorporation reagent

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About This Item

Empirical Formula (Hill Notation):
C16H16F5OPS3
CAS Number:
2269472-45-7
Molecular Weight:
446.46
UNSPSC Code:
12352005
NACRES:
NA.22

Quality Level

100

Assay

≥95%

form

powder

mp

118-123 °C

Application

(−)-PI Reagent is an air- and moisture-tolerant, reagent developed in the Baran lab for stereospecific synthesis of chiral phosphines and methylphosphonate nucleotides. The enantiomer, (+)-PI Reagent, is also available.

Learn more about PI and PSI reagents

Other Notes

Enantiodivergent formation of C-P bonds: synthesis of P-chiral phosphines and methyl-phosphonate oligonucleotides

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Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

ALD00617-5G:
ALD00617-25G:
ALD00617-VAR:
ALD00617-BULK:
ALD00617-500MG:

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Dongmin Xu et al.
Journal of the American Chemical Society, 142(12), 5785-5792 (2020-02-29)
Phosphorus Incorporation (PI, abbreviated Π) reagents for the modular, scalable, and stereospecific synthesis of chiral phosphines and methylphosphonate nucleotides are reported. Synthesized from trans-limonene oxide, this reagent class displays an unexpected reactivity profile and enables access to chemical space distinct

Articles

PI and PSI – Chiral phosphorus incorporation harnessing the potential of P(V)

PI and PSI reagents are a platform of phosphate-based reagents for phosphorylation and phosphothiolation of nucleotides and peptides developed by the Baran lab.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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