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ALD00602

Sigma-Aldrich

(–)-PSI Reagent

95%

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Synonym(s):
(2S,3aS,6R,7aS)-3a-Methyl-2-((perfluorophenyl)thio)-6-(prop-1-en-2-yl)hexahydrobenzo[d][1,3,2]oxathiaphosphole 2-sulfide, (–)-Ψ, Phosphorus-Sulfur Incorporation Reagent
Empirical Formula (Hill Notation):
C16H16F5OPS3
CAS Number:
2245335-70-8
Molecular Weight:
446.46

Assay

95%

form

powder or crystals

mp

103-107 °C

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(–)-PSI Reagent 95%

Sigma-Aldrich

ALD00602

(–)-PSI Reagent

(R)-(+)-2-Methyl-2-propanesulfinamide 98%

Sigma-Aldrich

497401

(R)-(+)-2-Methyl-2-propanesulfinamide

N-(5-Bromopentyl)phthalimide 95%

Sigma-Aldrich

722499

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2-(4-Nitrophenyl)propionic acid 95%

Sigma-Aldrich

254843

2-(4-Nitrophenyl)propionic acid

assay

95%

assay

98%

assay

95%

assay

95%

form

powder or crystals

form

-

form

solid

form

-

mp

103-107 °C

mp

103-107 °C (lit.)

mp

59-64 °C

mp

88-89 °C (lit.)

Application

Air- and moisture-tolerant, this (-)-PSI Reagent was developed in the Baran lab for stereocontrolled synthesis of phosphorothioate oligonucleotides. The enantiomer, (+)-PSI Reagent, is also available (cat# ALD00604).
The PSI Reagents open access to thiophosphate-based nucleotide molecules with therapeutic promise as demonstrated by the Baran lab in the preparation of pure stereoisomers of cyclic dinucleotides (CDNs) and antisense oligonucleotides (ASOs).

Other Notes

Unlocking P(V): Reagents for chiral phosphorothioate synthesis

PSI on OpenFlask

Legal Information

PCT/US2019/027256; U.S. Nonprovisional Patent Application #16/382,692

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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