137219-70-6

Basic information

• Product Name: 2-{[Bis-((S)-1-phenyl-ethyl)-amino]-methyl}-acrylic acid tert-butyl ester
• Synonyms: 2-{[Bis-((S)-1-phenyl-ethyl)-amino]-methyl}-acrylic acid tert-butyl ester
• CAS NO: 137219-70-6
• Molecular Weight: 365.516
• Mol File: 137219-70-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-{[Bis-((S)-1-phenyl-ethyl)-amino]-methyl}-acrylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-{[Bis-((S)-1-phenyl-ethyl)-amino]-methyl}-acrylic acid tert-butyl ester(137219-70-6)
• EPA Substance Registry System: 2-{[Bis-((S)-1-phenyl-ethyl)-amino]-methyl}-acrylic acid tert-butyl ester(137219-70-6)

Safety Data

• Hazardous Substances Data: 137219-70-6(Hazardous Substances Data)

Upstream product

• 21003-56-5 (1S,1'S)-bis(1-phenylethyl)amine 
• 53913-96-5 tert-butyl 2-(bromomethyl)acrylate 

Downstream Products

• 129980-28-5 tert-butyl (S,S)-N-{1-[3-amino-2-(tert-butoxycarbonyl)-propyl]-1-cyclopentylcarbonyl}-O₄-tert-butyltyrosinate 
• 129982-29-2 (S,S,S)-1-{3-[bis(1-phenylethyl)amino]-2-(tert-butoxycarbonyl)propyl}-1-cyclopentylcarboxylic acid 

Relevant articles and documents

The chemical development and scale-up of sampatrilat

The discovery and scale-up of two routes to sampatrilat are described. The first Chemical R and D route used a side product from another development project to accelerate drug supply and expedite the early development programme. The second, more efficient Chemical R and D route had the potential for commercialisation and used an environmentally friendly variant of the Baylis-Hillman reaction, and an asymmetric Michael addition as key steps. Full preparative details for the aminomethacrylate 4, a potentially useful chiral synthon, are given for the first time, along with full experimental details of the asymmetric Michael addition to make the chiral glutarate 5. Finally, a striking polymorph case history is described.