(S)-(-)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1-phenylethyl]-1-phthalazinamine, min. 97% (R,S)-N-PINAP|15-1786|828927-96-4

(S)-(-)-4-[2-(Diphenylphosphino)-1-naphthalenyl]-N-[(R)-1-phenylethyl]-1-phthalazinamine, min. 97% (R,S)-N-PINAP

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Sku SC15-1786_1_G
US-Strem
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Product Information

Product Name
(S)-(-)-4-2-(Diphenylphosphino)-1-naphthalenyl-N-(R)-1-phenylethyl-1-phthalazinamine, min. 97% (R,S)-N-PINAP
Brand Name
US-Strem
Product Number
15-1786
CAS
828927-96-4
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
11192224
IUPAC Name
4-(2-diphenylphosphanylnaphthalen-1-yl)-N-(1R)-1-phenylethylphthalazin-1-amine
InChI Key
HCEVCINOBTVHOF-HHHXNRCGSA-N
SMILES
CC@H(C1=CC=CC=C1)NC2=NN=C(C3=CC=CC=C32)C4=C(C=CC5=CC=CC=C54)P(C6=CC=CC=C6)C7=CC=CC=C7

Application

Technical Notes:
1.. 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. (Ref. 1)
2. With copper, enantioselective addition of alkynes to aldehydes to synthesize propargylamines.
3.With copper, catalytic, enantioselective, conjugate alkyne addition in aqueous media.
References:
1.Angew. Chem. Int. Ed., 2004, 43, 5971.
2.Org. L ett 2006, 8, 2437
3.J. Am. Chem. Soc., 2005, 127, 9682.

References Data Source From Pubchem

Condensation-Based Methods for the C–H Bond Functionalization of Amines
Publication Name: Synthesis
Publication Date: 2021-10-12
DOI: 10.1055/a-1631-2140

Recent Advances in the Construction of Quaternary Stereocenters via Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation
Publication Name: Synthesis
Publication Date: 2021-07-22
DOI: 10.1055/a-1533-3085

C–H Bond Functionalization of Amines: A Graphical Overview of Diverse Methods
Publication Name: SynOpen (2017)
Publication Date: 2021-07
DOI: 10.1055/s-0040-1706051

Copper(I) Iodide-Catalyzed Asymmetric Synthesis of Optically Active Tertiary α-Allenols
Publication Name: Synlett
Publication Date: 2019-01-22
DOI: 10.1055/s-0037-1611641

Recent Advances in Enantioselective C–C Bond Formation via Organocobalt Species
Publication Name: Synthesis
Publication Date: 2018-12-03
DOI: 10.1055/s-0037-1610397