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ALD00617

(−)-PI Reagent

Name: (−)-PI Reagent
Brand: ALDRICH

≥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

MDL number:

MFCD34549926

UNSPSC Code:

12352005

NACRES:

NA.22

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Properties

Quality Level

100

assay

≥95%

form

powder

mp

118-123 °C

SMILES string

Fc1c(c(c(c(c1F)F)S[P]2(=S)S[C@@H]3[C@@](O2)(CC[C@H](C3)C(=C)C)C)F)F

InChI

1S/C16H16F5OPS3/c1-7(2)8-4-5-16(3)9(6-8)25-23(24,22-16)26-15-13(20)11(18)10(17)12(19)14(15)21/h8-9H,1,4-6H2,2-3H3/t8-,9+,16+,23?/m1/s1

InChI key

CZCFCQOKUBIPHN-QSHUGKRNSA-N

Description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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.

Global Trade Item Number

SKU	GTIN
ALD00617-500MG	04065266461251
ALD00617-25G	04065266461244
ALD00617-5G	04065266461268

Key Documents

(−)-PI Reagent

≥95%

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About This Item

Quality Level

assay

form

mp

SMILES string

InChI

InChI key

Application

Other Notes

Safety Information

Storage Class

wgk

flash_point_f

flash_point_c

Documentation

Certificates of Analysis (COA)

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Protocols and Articles

Articles

Global Trade Item Number