1219808-80-6

Basic information

• Product Name: C₁₄H₁₉⁽²⁾HN₂O₄
• CAS NO: 1219808-80-6
• Molecular Weight: 281.316
• Mol File: 1219808-80-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₄H₁₉⁽²⁾HN₂O₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₄H₁₉⁽²⁾HN₂O₄(1219808-80-6)
• EPA Substance Registry System: C₁₄H₁₉⁽²⁾HN₂O₄(1219808-80-6)

Safety Data

• Hazardous Substances Data: 1219808-80-6(Hazardous Substances Data)

Upstream product

• 13031-33-9 [1,1-2H₂]nitroethane 
• 150884-50-7 benzaldehyde N-boc imine 

Relevant articles and documents

Heterobimetallic transition metal/rare earth metal bifunctional catalysis: A Cu/Sm/schiff base complex for Syn -selective catalytic asymmetric nitro-mannich reaction

The full details of a catalytic asymmetric syn-selective nitro-Mannich reaction promoted by heterobimetallic Cu/Sm/dinucleating Schiff base complexes are described, demonstrating the effectiveness of the heterobimetallic transition metal/rare earth metal bifunctional catalysis. The first-generation system prepared from Cu(OAc)2/Sm(O-iPr)3/Schiff base 1a = 1:1:1 with an achiral phenol additive was partially successful for achieving the syn-selective catalytic asymmetric nitro-Mannich reaction. The substrate scope and limitations of the first-generation system remained problematic. After mechanistic studies on the catalyst prepared from Sm(O-iPr)3, we reoptimized the catalyst preparation method, and a catalyst derived from Sm 5O(O-iPr)13 showed broader substrate generality as well as higher reactivity and stereoselectivity compared to Sm(O-iPr)3. The optimal system with Sm5O(O-iPr)13 was applicable to various aromatic, heteroaromatic, and isomerizable aliphatic N-Boc imines, giving products in 66-99% ee and syn/anti = >20:1-13:1. Catalytic asymmetric synthesis of nemonapride is also demonstrated using the catalyst derived from Sm5O(O-iPr)13.