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Merck

ALD00602

(–)-PSI Reagent

95%

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

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About This Item

Empirical Formula (Hill Notation):
C16H16F5OPS3
CAS Number:
Molecular Weight:
446.46
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
Assay:
95%
Form:
powder or crystals
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assay

95%

form

powder or crystals

mp

103-107 °C

SMILES string

Fc1c(c(c(c(c1F)F)S[P]2(=S)S[C@@]3([C@@H](O2)C[C@@H](CC3)C(=C)C)C)F)F

InChI

1S/C16H16F5OPS3/c1-7(2)8-4-5-16(3)9(6-8)22-23(24,26-16)25-15-13(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

YPYCUYPOHPPYAS-QSHUGKRNSA-N

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).

Learn more about PI and PSI reagents

Legal Information

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


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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