29880-25-9

Basic information

• Product Name: 2-BENZOYLAMINO-SUCCINAMIC ACID
• Synonyms: Nsc23805
• CAS NO: 29880-25-9
• Molecular Formula: C₁₁H₁₂N₂O₄
• Molecular Weight: 0
• Mol File: 29880-25-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 629°Cat760mmHg
• Flash Point: 334.2°C
• Appearance: /
• Density: 1.349g/cm³
• Vapor Pressure: 1.09E-16mmHg at 25°C
• CAS DataBase Reference: 2-BENZOYLAMINO-SUCCINAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZOYLAMINO-SUCCINAMIC ACID(29880-25-9)
• EPA Substance Registry System: 2-BENZOYLAMINO-SUCCINAMIC ACID(29880-25-9)

Safety Data

• Hazardous Substances Data: 29880-25-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H12N2O4/c12-9(14)6-8(11(16)17)13-10(15)7-4-2-1-3-5-7/h1-5,8H,6H2,(H2,12,14)(H,13,15)(H,16,17)/p-1/t8-/m1/s1

Upstream product

• 70-47-3 L-asparagine 
• 98-88-4 benzoyl chloride 
• 942-91-6 Carboxymethyl dithiobenzoate 
• 368875-00-7 N_α-benzoyl-D,L-asparagine ethyl ester 
• 3130-87-8 ASPARAGINE 
• 39741-36-1 N-benzoyl-aspartic acid anhydride 
• 959-22-8 p-nitrophenylbenzoate 
• 58156-44-8 2,4,6-trinitrophenyl benzoate 
• 368875-02-9 N_α-benzoyl-D,L-asparagine benzyl ester 
• 6756-74-7 S-benzoyl coenzyme A 

Downstream Products

• 70-47-3 L-asparagine 
• 368875-00-7 N_α-benzoyl-D,L-asparagine ethyl ester 
• 368875-02-9 N_α-benzoyl-D,L-asparagine benzyl ester 

Relevant articles and documents

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Reactivity of α-Amino Acids in the Reaction with Esters in Aqueous–1,4-Dioxane Media

The kinetics of the reaction of a series of α-amino acids with 4-nitrophenyl acetate, 4-nitrophenyl benzoate, and 2,4,6-trinitrophenyl benzoate in aqueous 1,4-dioxane medium has been studied. Kinetics of the reactions involving 4-nitrophenyl acetate and 2,4,6-trinitrophenyl benzoate has complied with the Br?nsted dependence and revealed linear correlation between rate constant logarithm and the energy difference of the frontier orbitals of α-amino acids anions.

Chemo-enzymatic preparation of chiral 3-aminopyrrolidine derivatives

A new simple method for the enantioselective enzymatic hydrolysis of N-protected D-asparagine esters suitable for the use on the preparative scale is presented. Due to major obstacles observed under conventional reaction conditions - racemization of the retained ester and a strong enzyme inactivation - a comparatively low pH together with an organic co-solvent had to be employed. Under these conditions, nearly all tested proteases demonstrated good activity and excellent enantioselectivity giving access to the corresponding D-esters and L-asparagines in high optical purities (>95% ee) and good chemical yields (>40%). From the unnatural D-asparagine derivative, sequential cyclization, selective deprotection and reduction yielded efficiently benzyl protected (R)-3-aminopyrrolidine, a homo-chiral building block utilized in numerous drug candidates.