(S)-(-)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1-phenylethyl]-1-phthalazinamine

Name: (S)-(-)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1-phenylethyl]-1-phthalazinamine
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CAS No. 828927-96-4
Cat. No. CS-0087723
Purity≥97%
MDL No.MFCD00010011

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FedEx Limited Quantities Ground	$0.00
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(S)-(-)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1-phenylethyl]-1-phthalazinamine|CS-0087723

Structure of 828927-96-4

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Description

This chiral phosphine ligand features a diphenylphosphino group tethered to a naphthalene scaffold and an (R)-1-phenylethyl-substituted phthalazinamine moiety, enabling precise stereocontrol in palladium-catalyzed cross-coupling reactions. The rigid, electron-rich architecture enhances catalyst stability and reactivity in asymmetric synthesis.

Application

(S)-(-)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1-phenylethyl]-1-phthalazinamine serves as a chiral, modular phosphine ligand in transition-metal-catalyzed cross-coupling reactions. Its rigid naphthylphosphine scaffold enhances stability and electron-donating capacity, while the (R)-1-phenylethyl group provides stereochemical control. The ligand facilitates palladium-catalyzed C–C bond formations with broad functional group tolerance and enables efficient catalyst turnover in Suzuki-Miyaura and Negishi couplings.

General Information

CAS No. 828927-96-4
Cat. No. CS-0087723
Purity ≥97%
MDL No. MFCD00010011
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₈H₃₀N₃P
Molecular Weight 559.64
Synonym(s) (S)-(-)-4-[2-(DIPHENYLPHOSPHINO)-1-NAPHTHALENYL]-N-[?-1-PHENYLETHYL]-1-PHTHALAZINAMINE,(S)-N-PINAP
SMILES C[C@H](NC1=NN=[C@]([C@]2=C(C=CC=C3)C3=CC=C2P(C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C61)C7=CC=CC=C7

Computational Chemistry Data

TPSA 37.81
LogP 8.3813
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 7

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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(S)-(-)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1-phenylethyl]-1-phthalazinamine

CAS No. 828927-96-4

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