912476
(S)-AntPhos
≥97%, powder
Synonym(s):
(S)-4-(Anthracen-9-yl)-3-(tert-butyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole
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About This Item
Empirical Formula (Hill Notation):
C25H23OP
CAS Number:
Molecular Weight:
370.42
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.22
Assay:
≥97%
Form:
powder
Product Name
(S)-AntPhos, ≥97%
Quality Level
product line
Buchwald Ligand
assay
≥97%
form
powder
optical purity
ee: ≥99% (HPLC)
reaction suitability
reagent type: ligand
functional group
phosphine
SMILES string
P1(COc2c1c(ccc2)c3c4c(cc5c3cccc5)cccc4)C(C)(C)C
InChI
1S/C25H23OP/c1-25(2,3)27-16-26-22-14-8-13-21(24(22)27)23-19-11-6-4-9-17(19)15-18-10-5-7-12-20(18)23/h4-15H,16H2,1-3H3
InChI key
HKAWVLHXUZNLPP-UHFFFAOYSA-N
Application
(S)-AntPhos is a P-chiral monophosphorus ligand used for the asymmetric Suzuki-Miyaura and Miyaura borylation reactions. This ligand is uniquely effective for sterically hindered cross-coupling reactions.
Legal Information
Sold in collaboration with Zejun Pharmaceuticals
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Wenzhen Fu et al.
Angewandte Chemie (International ed. in English), 54(8), 2520-2524 (2015-01-20)
The first asymmetric nickel-catalyzed intramolecular reductive cyclization of alkynones is reported. A P-chiral monophosphine and triethylsilane were used as the ligand and the reducing reagent, respectively, to form a series of tertiary allylic alcohols bearing furan/pyran rings in excellent yields
Ruofei Cheng et al.
Journal of the American Chemical Society, 140(13), 4508-4511 (2018-03-27)
Carborane cage chirality is an outstanding issue of great interest as the icosahedral carboranes have wide applications in medicinal and materials chemistry. The synthesis of optically active carborane derivatives, whose chirality is associated with the substitution patterns on the polyhedron
Naifu Hu et al.
Angewandte Chemie (International ed. in English), 55(16), 5044-5048 (2016-03-19)
A highly enantioselective alkene aryloxyarylation led to the high-yielding formation of a series of 1,4-benzodioxanes, 1,4-benzooxazines, and chromans containing quaternary stereocenters with excellent enantioselectivity. The sterically bulky and conformationally well defined chiral monophosphorus ligand L4 or L5 was responsible for
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 912476-100MG | 04061841873952 |
| 912476-250MG | 04061841873969 |