1298133-36-4

Basic information

• Product Name: (R)-N-((3-Methylpyridin-2-yl)methyl)-7′-di(3,5-di-tert-butylphenyl)phosphino-1,1′-spirobiindanyl-7-amine
• Synonyms: (R)-N-((3-Methylpyridin-2-yl)methyl)-7′-di(3,5-di-tert-butylphenyl)phosphino-1,1′-spirobiindanyl-7-amine;(R)-SpiroPAP-Me;(R)-DTB-SpiroPAP-3-Me;N-[(1R)-7'-[Bis[3,5-bis(tert-butyl)phenyl]phosphino]-2,2',3,3'-tetrahydro-1,1'-spirobi[1H-inden]-7-yl]-3-methyl-2-pyridinemethanamine,99%e.e.
• CAS NO: 1298133-36-4
• Molecular Formula: C₅₂H₆₅N₂P
• Molecular Weight: 749.059661
• Product Categories: Chiral Phosphine;Chiral Spiro Ligand
• Mol File: 1298133-36-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 160-161°C
• Boiling Point: 764.0±60.0 °C(Predicted)
• Appearance: off-white/solid
• PKA: 5.04±0.22(Predicted)
• Sensitive: air sensitive
• CAS DataBase Reference: (R)-N-((3-Methylpyridin-2-yl)methyl)-7′-di(3,5-di-tert-butylphenyl)phosphino-1,1′-spirobiindanyl-7-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-((3-Methylpyridin-2-yl)methyl)-7′-di(3,5-di-tert-butylphenyl)phosphino-1,1′-spirobiindanyl-7-amine(1298133-36-4)
• EPA Substance Registry System: (R)-N-((3-Methylpyridin-2-yl)methyl)-7′-di(3,5-di-tert-butylphenyl)phosphino-1,1′-spirobiindanyl-7-amine(1298133-36-4)

Safety Data

• Hazardous Substances Data: 1298133-36-4(Hazardous Substances Data)

Usage

Reactions

Iridium/ligand catalyst for the highly efficient, asymmetric hydrogenation of β-aryl and β-ketoesters. Extremely efficient chiral iridium catalyst used for the asymmetric hydrogenation of ketones. Iridium/ligand catalyst for the highly efficient, asymmetric hydrogenation of β-aryl and β-ketoesters.

Upstream product

• 55589-47-4 3-methylpyridine-2-carboxaldehyde 
• 1219025-18-9 (R)-7′-bis-(3,5-di-tert-butylphenyl)phosphino-7′-amino-1,1′-spiroindene 

Relevant articles and documents

Chiral spiro-pyridylamidophosphine ligand compound, synthesis method therefor and application thereof

The present invention relates to a chiral spiro-pyridylamidophosphine ligand compound, synthesis method therefor and application thereof. The chiral spiro-pyridylamidophosphine compound is a compound having a structure of Formula (I), a racemate or optical isomer thereof, or a catalytically acceptable salt thereof, and is mainly characterized by having a chiral spiro-dihydro-indene skeleton in its structure. The chiral spiro-pyridylamidophosphine compound may be synthesized with optical active 7-diaryl/alkylphosphino-7′-amino-1,1′-spiro-dihydro-indene or substituted 7-diaryl/alkylphosphino-7′-amino-1,1′-spiro-dihydro-indene having a spiro-skeleton as chiral starting material. The chiral spiro-pyridylamidophosphine compound may be used as a chiral ligand in asymmetric hydrogenation of a carbonyl compound catalyzed by iridium, in which the reaction activity is very high, the amount of the catalyst may be 0.0001 mol %, and the enantioselectivity of the reaction is up to 99.9% ee.

An additional coordination group leads to extremely efficient chiral iridium catalysts for asymmetric hydrogenation of ketones

What a turnover! An efficient chiral iridium catalyst that bears a tridentate spiro aminophosphine ligand catalyzes the asymmetric hydrogenation of ketones with excellent enantioselectivities (up to 99.9 % ee) and extremely high turnover numbers (TONs; as high as 4 550 000). Copyright