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ALD00633

Sigma-Aldrich

Methyl (+)-PI Reagent

≥95%

Synonym(s):

1,3,2-Benzoxathiaphosphole, hexahydro-2,7a-dimethyl-5-(1-methylethenyl)-, 2-sulfide, (2R,3aR,5S,7aR)

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About This Item

Empirical Formula (Hill Notation):
C11H19OPS2
CAS Number:
2408772-80-3
Molecular Weight:
262.37
UNSPSC Code:
12352005
NACRES:
NA.06

Quality Level

100

assay

≥95%

form

powder

storage temp.

2-8°C

SMILES string

C[C@]1(O[P@](S2)(C)=S)[C@@]2([H])C[C@@H](C(C)=C)CC1

Application

Methyl (+)-PI Reagent is a methyl substituted analog of the air and moisture-tolerant (+-)-PI reagent developed in the Baran lab for stereospecific synthesis of chiral phosphines and methylphosphonate nucleotides.

Learn more about PI and PSI reagents

Other Notes

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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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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