1298133-21-7

Basic information

• Product Name: (R)-N-(Pyridin-2-ylmethyl)-7′-di( 3,5-di-tert-butylphenyl)phosphin o-1,1′-spirobiindanyl-7-amine
• Synonyms: (R)-N-(Pyridin-2-ylmethyl)-7′-di( 3,5-di-tert-butylphenyl)phosphin o-1,1′-spirobiindanyl-7-amine;(R)-DTB-SpiroPAP;N-[(1'R)-7'-[Bis[3,5-bis(tert-butyl)phenyl]phosphino]-2,2',3,3'-tetrahydro-1,1'-spirobi[1H-inden]-7-yl]-2-pyridinemethanamine,99%e.e.
• CAS NO: 1298133-21-7
• Molecular Formula: C₅₁H₆₃N₂P
• Molecular Weight: 735.033081
• Product Categories: Chiral Phosphine;Chiral Spiro Ligand
• Mol File: 1298133-21-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 172-174°C
• Boiling Point: 751.9±60.0 °C(Predicted)
• Appearance: white/solid
• PKA: 4.80±0.12(Predicted)
• Sensitive: air sensitive
• CAS DataBase Reference: (R)-N-(Pyridin-2-ylmethyl)-7′-di( 3,5-di-tert-butylphenyl)phosphin o-1,1′-spirobiindanyl-7-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-(Pyridin-2-ylmethyl)-7′-di( 3,5-di-tert-butylphenyl)phosphin o-1,1′-spirobiindanyl-7-amine(1298133-21-7)
• EPA Substance Registry System: (R)-N-(Pyridin-2-ylmethyl)-7′-di( 3,5-di-tert-butylphenyl)phosphin o-1,1′-spirobiindanyl-7-amine(1298133-21-7)

Safety Data

• Hazardous Substances Data: 1298133-21-7(Hazardous Substances Data)

Usage

Reaction

Extremely efficient chiral iridium catalyst used for the asymmetric hydrogenation of ketones.

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 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