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Merck
CN

ALD00617

(−)-PI Reagent

≥95%

别名:

(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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关于此项目

经验公式（希尔记法）:
C16H16F5OPS3
化学文摘社编号:
2269472-45-7
分子量:
446.46
MDL number:
MFCD34549926
UNSPSC Code:
12352005
NACRES:
NA.22

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产品名称

(−)-PI Reagent, ≥95%

Quality Level

100

InChI key

CZCFCQOKUBIPHN-QSHUGKRNSA-N

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

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

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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

商品

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.

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