1173836-08-2

Basic information

• Product Name: (R)-(+)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(S)-1-phenylethyl]-1-phthalazinamine
• Synonyms: (R)-(+)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(S)-1-phenylethyl]-1-phthalazinamine
• CAS NO: 1173836-08-2
• Molecular Formula: C38H30N3P
• Molecular Weight: 559.638661
• Product Categories: Chiral Phosphine;PINAP Series
• Mol File: 1173836-08-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: >210°C
• Appearance: colorless/crystal
• Sensitive: air sensitive
• CAS DataBase Reference: (R)-(+)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(S)-1-phenylethyl]-1-phthalazinamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(S)-1-phenylethyl]-1-phthalazinamine(1173836-08-2)
• EPA Substance Registry System: (R)-(+)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(S)-1-phenylethyl]-1-phthalazinamine(1173836-08-2)

Safety Data

• Hazardous Substances Data: 1173836-08-2(Hazardous Substances Data)

Usage

Reaction

The PINAP family of P,N ligands is a synthetically more accessible but a similarly performing analog of the QUINAP (15-1777, 15-1778) ligand in enantioselective hydroboration, alkyne addition, and azomethine cycloaddition reactions. With copper, enantioselective addition of alkynes to aldehydes to synthesize propargylamines. With copper, catalytic, enantioselective, conjugate alkyne addition in aqueous media.

Upstream product

• 829-85-6 diphenylphosphane 
• 828300-90-9 trifluoromethanesulfonic acid 1-[4-(1-phenylethylamino)phthalazin-1-yl]-naphthalen-2-yl ester 
• 4752-10-7 1,4-dichlorophthalazine 
• 135-19-3 β-naphthol 
• 597552-98-2 1-(4-chlorophthalazin-1-yl)-naphthalen-2-ol 
• 828300-89-6 trifluoromethanesulfonic acid 1-(4-chlorophthalazin-1-yl)-naphthalen-2-yl ester 
• 1173519-89-5 C₂₇H₂₀F₃N₃O₃S 
• 828927-96-4 (S)-4-[2-(diphenylphosphine)-1-naphthalene]-N-[(R)-1-phenethyl]-1-phthalazine 

Relevant articles and documents

Atroposelective Synthesis of PINAP via Dynamic Kinetic Asymmetric Transformation

The atroposelective synthesis of PINAP ligands has been accomplished via a palladium-catalyzed C?P coupling process through dynamic kinetic asymmetric transformation. These catalytic conditions allow access to a wide variety of alkoxy- and benzyloxy-substituted PINAP ligands in high enantiomeric excess. The methods described in this communication afford valuable P,N ligands in good yields and high enantioselectivity using low catalyst loading. (Figure presented.).

PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE AMINES

Salts of optically active [4-(2-diphenylphosphanylnaphthalen-1-yl)phthalazin-1-yl]-(1-phenylethyl)amines represented by the formulas (1) to (4) with an optically active organic sulfonic acid, and a production method thereof.