1034152-01-6

Basic information

• Product Name: methyl (2S,3S)-2-(9-anthrylmethoxy)-2-phenyl-3-(4-methoxyphenylamino)-3-p-tolylpropanoate
• Synonyms: methyl (2S,3S)-2-(9-anthrylmethoxy)-2-phenyl-3-(4-methoxyphenylamino)-3-p-tolylpropanoate
• CAS NO: 1034152-01-6
• Molecular Weight: 581.711
• Mol File: 1034152-01-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl (2S,3S)-2-(9-anthrylmethoxy)-2-phenyl-3-(4-methoxyphenylamino)-3-p-tolylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2S,3S)-2-(9-anthrylmethoxy)-2-phenyl-3-(4-methoxyphenylamino)-3-p-tolylpropanoate(1034152-01-6)
• EPA Substance Registry System: methyl (2S,3S)-2-(9-anthrylmethoxy)-2-phenyl-3-(4-methoxyphenylamino)-3-p-tolylpropanoate(1034152-01-6)

Safety Data

• Hazardous Substances Data: 1034152-01-6(Hazardous Substances Data)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 104-87-0 4-methyl-benzaldehyde 
• 101-41-7 benzeneacetic acid methyl ester 
• 1468-95-7 9-hydroxymethylanthracene 
• 30669-07-9 4-methoxy-N-[(4-methylphenyl)methylidene]aniline 
• 22979-35-7 Methyl phenyldiazoacetate 
• 161485-63-8 (E)-N-(4-methoxyphenyl)-1-(p-tolyl)methanimine 

Relevant articles and documents

A sustainable catalytic enantioselective synthesis of norstatine derivatives

Norstatine derivatives are of important value in pharmaceutical science. However, their catalytic asymmetric synthesis is rare. We developed a sustainable method via chiral phosphoric acid (CPA)-[Rh(OAc)2]2 co-catalyzed multi-component reactions (MCR) of diazoacetates with alcohol/water and imines. This method allows us to synthesize a library of 45 norstatines with excellent enanotioselectivites and broad substrate scope which includes anti-α-aryl-norstatines 11-1, anti-α-alkyl-norstatines 11-2, syn-α-hydro-norstatines 11-3 and syn-α-aryl-norstatines 11-4. The sustainability of this method lies in the reliable scalability, improved safety, and reusable [Rh(OAc)2]2 catalyst. The synthetic value of norstatine derivatives was demonstrated by preparing oxazolinone 14, ezetimibe analogue 15, and Taxol C-13 chain 16. Mechanistic study reveals that the synergetic catalysis of CPA and [Rh(OAc)2]2 is essential to maintain chemo- and enantioselectivity. Control experiments support the mechanism where the reactions proceed through the trapping of hyper-reactive oxonium ylides with imines. Shortly, we report herein the sustainable catalytic enantioselective synthesis of both syn- and anti-norstatine derivatives. We believe that this method might shed light on the sustainable synthesis of norstatine derivative-based drug candidates.

Cooperative catalysis with chiral Bronsted acid-Rh 2(OAc)4: Highly enantioselective three-component reactions of diazo compounds with alcohols and imines

An asymmetric three-component reaction of diazo compounds and alcohols with imines catalyzed cooperatively by a rhodium complex and a chiral Bronsted acid provides a general and efficient entry to β-amino-α-hydroxyl acid derivatives in high yields with excellent stereoselectivities. Copyright