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Merck
CN

748196

(1R,2R)-2-Amino-1-phenylpropyldiphenylphosphine

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About This Item

Empirical Formula (Hill Notation):
C21H22NP
CAS Number:
799297-44-2
Molecular Weight:
319.38
NACRES:
NA.22
PubChem Substance ID:
329765875
UNSPSC Code:
12352116
MDL number:
MFCD17018768

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InChI

1S/C21H22NP/c1-17(22)21(18-11-5-2-6-12-18)23(19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-17,21H,22H2,1H3/t17-,21+/m1/s1

SMILES string

C[C@@H](N)[C@H](P(c1ccccc1)c2ccccc2)c3ccccc3

InChI key

JWZAIGGNEGTDMG-UTKZUKDTSA-N

form

solid

optical activity

[α]/D -138.0°, c = 0.5% in chloroform

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand

mp

105-109 °C

functional group

phosphine

storage temp.

20-25°C

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBK2424V

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Chemoselective hydrogenation of imides catalyzed by Cp*Ru(PN) complexes and its application to the asymmetric synthesis of paroxetine.
Masato Ito et al.
Journal of the American Chemical Society, 129(2), 290-291 (2007-01-11)
Masato Ito et al.
Angewandte Chemie (International ed. in English), 48(7), 1324-1327 (2009-01-09)
Awakening of the Cp one: The bifunctional complex 1 facilitates the interaction with substrates bearing less electrophilic carbon atoms than ketones, epoxides, and imides. The title reaction was applicable to the reduction of Evans' asymmetric alkylation products to the chiral
Isaac J Krauss et al.
Organic letters, 5(18), 3201-3203 (2003-08-29)
[reaction: see text] A new ligand for Cu-catalyzed enantioselective additions of dialkylzincs to cyclic enones has been developed. In addition to providing good to excellent enantioselectivities with a range of cyclic enones and dialkylzincs, the ligand has several notworthy features:
D. Amoroso, T.W. Graham et al.
Aldrichimica Acta, 41, 1-1 (2008)
A Saitoh et al.
The Journal of organic chemistry, 65(14), 4227-4240 (2000-07-13)
A new class of chiral amidine-phosphine hybrid ligands 7a,b, which are readily accessible from the corresponding alpha-amino acids, were developed. A versatility for construction of new ligands is desirable, by which a variety of reactions and substrates become applicable. Indeed
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