2644-30-6

Basic information

• Product Name: ethyl N,N-diprop-2-en-1-ylglycinate
• Synonyms: Glycine, N,N-di-2-propen-1-yl-, ethyl ester
• CAS NO: 2644-30-6
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.2475
• Mol File: 2644-30-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 225.9°C at 760 mmHg
• Flash Point: 75.2°C
• Density: 0.942g/cm³
• Vapor Pressure: 0.0844mmHg at 25°C
• Refractive Index: 1.46
• CAS DataBase Reference: ethyl N,N-diprop-2-en-1-ylglycinate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl N,N-diprop-2-en-1-ylglycinate(2644-30-6)
• EPA Substance Registry System: ethyl N,N-diprop-2-en-1-ylglycinate(2644-30-6)

Safety Data

• Hazardous Substances Data: 2644-30-6(Hazardous Substances Data)

Upstream product

• 105-39-5 chloroacetic acid ethyl ester 
• 124-02-7 diallylamine 
• 623-33-6 glycine ethyl ester hydrochloride 
• 623-73-4 diazoacetic acid ethyl ester 
• 105-36-2 ethyl bromoacetate 
• 64-17-5 ethanol 
• 106-95-6 allyl bromide 
• 56-40-6 glycine 
• 57954-57-1 Ethyl glycinate hydrobromide 

Downstream Products

• 1178859-04-5 2-(N,N-Diallylamino)-2'-(2-chlorobenzoyl)-4'-fluoro-5'-methoxyacetanilide 
• 459-73-4 GlyOEt*HCl 

Relevant articles and documents

SYNTHESIS OF ALKYL ESTERS OF N,N-DIALLYLGLYCINE

-

Tandem Palladium and Isothiourea Relay Catalysis: Enantioselective Synthesis of α-Amino Acid Derivatives via Allylic Amination and [2,3]-Sigmatropic Rearrangement

A tandem relay catalytic protocol using both Pd and isothiourea catalysis has been developed for the enantioselective synthesis of α-amino acid derivatives containing two stereogenic centers from readily accessible N,N-disubstituted glycine aryl esters and allylic phosphates. The optimized process uses a bench-stable succinimide-based Pd precatalyst (FurCat) to promote Pd-catalyzed allylic ammonium salt generation from the allylic phosphate and the glycine aryl ester. Subsequent in situ enantioselective [2,3]-sigmatropic rearrangement catalyzed by the isothiourea benzotetramisole forms syn-α-amino acid derivatives with high diastereo- and enantioselectivity. This methodology is most effective using 4-nitrophenylglycine esters and tolerates a variety of substituted cinnamic and styrenyl allylic ethyl phosphates. The use of challenging unsymmetrical N-allyl-N-methylglycine esters is also tolerated under the catalytic relay conditions without compromising stereoselectivity.

Process for preparing pyrazole functionalized benzodiazepinones

The present invention provides innovative strategies for synthesizing pyrazole ring-functionalized benzodiazepinones. Alternative intermediates and high conversion strategies for forming alpha-aminobenzophenone intermediates involve a combination of aromatic acylation, displacement of electronegative leaving groups with amine, and then N-displacement strategies to produce the desired alpha-aminobenzophenone with primary amine functionality. Reaction strategies are then provided for converting alpha-aminobenzophenones to alpha-aminoamidobenzophenone intermediates with high yield and convenient reaction strategies. These alpha-aminoamidobenzophenone intermediates are then converted into benzodiazepinones. These benzodiazepinones are then converted to pyrazole ring functionalized benzodiazepinones through a series of innovative intermediates and/or reaction strategies.