6758-40-3

Basic information

• Product Name: P-NITROBENZOYL-L-GLUTAMIC ACID
• Synonyms: TIMTEC-BB SBB007743;N-P-NITROBENZOYL-L-GLUTAMIC ACID;N-(P-NITROBENZOYL)-L-GLUTAMIC ACID HEMI-HYDRATE;P-NITROBENZOYL-L-GLUTAMIC ACID;N-(4-NITRO BENZOYL)-L-GLUTAMIC ACID;N-P-Nitro-Benzoylglutamic Acid;(2S)-2-[(4-NITROBENZOYL)AMINO]PENTANEDIOATE;N-(4-Nitrobenzoyl)-L-glutamic acid hemihydrate,98%
• CAS NO: 6758-40-3
• Molecular Formula: C₁₂H₁₂N₂O₇
• Molecular Weight: 296.23
• EINECS: 229-820-9
• Product Categories: Amino Acids
• Mol File: 6758-40-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 117-118 °C(lit.)
• Boiling Point: 619.9 °C at 760 mmHg
• Flash Point: 328.7 °C
• Appearance: Almost white/Powder
• Density: 1.501 g/cm³
• Vapor Pressure: 3.17E-16mmHg at 25°C
• Storage Temp.: -20°C
• Solubility: Ethyl Acetate (Slightly), Methanol (Sparingly)
• PKA: 3.20±0.10(Predicted)
• CAS DataBase Reference: P-NITROBENZOYL-L-GLUTAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: P-NITROBENZOYL-L-GLUTAMIC ACID(6758-40-3)
• EPA Substance Registry System: P-NITROBENZOYL-L-GLUTAMIC ACID(6758-40-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 6758-40-3(Hazardous Substances Data)

Usage

Chemical Properties

ALMOST WHITE POWDER

Uses

N-(4-Nitrobenzoyl)-L-glutamic Acid is used in the synthesis of (-)-α-Acetylmethadol, which is a synthetic opioid that is used in the treatment of opiate dependence.

InChI:InChI=1/C12H12N2O7/c15-10(16)6-5-9(12(18)19)13-11(17)7-1-3-8(4-2-7)14(20)21/h1-4,9H,5-6H2,(H,13,17)(H,15,16)(H,18,19)/p-2/t9-/m0/s1

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 62-23-7 4-nitro-benzoic acid 
• 142-47-2 monosodium glutamate 
• 32221-81-1 L,D-glutamic acid sodium salt 
• 56-86-0 L-glutamic acid 
• 7148-24-5 diethyl (4-nitrobenzoyl)-L-glutamate 

Downstream Products

• 101352-36-7 N-(4-nitro-benzoyl)-L-glutamic acid bis-cyanomethyl ester 
• 59-30-3 folate 
• 6190-83-6 N-{4-[(2-amino-4,7-dioxo-3,4,7,8-tetrahydro-pteridin-6-ylmethyl)-amino]-benzoyl}-L-glutamic acid 
• 13726-52-8 diethyl N-(p-aminobenzoyl)-L-glutamate 
• 7148-24-5 diethyl (4-nitrobenzoyl)-L-glutamate 
• 881740-19-8 N-(4-nitro-benzoyl)-DL-glutamic acid-anhydride 
• 4271-30-1 N-(4-aminobenzoyl)-L-glutamic acid 
• 103032-40-2 N-(4-nitro-benzoyl)-L-glutamic acid bis-benzylamide 

Relevant articles and documents

Preparation method of N-p-aminobenzoyl-L-glutamic acid

The invention discloses a preparation method of N-p-aminobenzoyl-L-glutamic acid. The preparation method comprises the following steps of: (1) adopting p-nitrobenzoic acid as a starting material, adopting oxalyl chloride as an acylating chlorination reagent, adopting tetrahydrofuran and DMF (Dimethyl Formamide) as a mixed solvent, and carrying out acylating chlorination reaction to prepare paranitrobenzoyl chloride; (2) carrying out condensation reaction of the paranitrobenzoyl chloride prepared in the step (1) and sodium glutamate to prepare N-p-nitrobenzoyl-L-glutamic acid; (3) adopting hydrazine hydrate as a reducing agent, adopting ferric trichloride hexahydrate as a catalyst, and carrying out reducing reaction of the N-p-nitrobenzoyl-L-glutamic acid prepared in the step (2) to preparethe N-p-aminobenzoyl-L-glutamic acid. The preparation method disclosed by the invention has the beneficial effects that the acylating chlorination reaction selects the oxalyl chloride as the acylating chlorination reagent in the mixed solvent of the tetrahydrofuran and the DMF, the reducing reaction selects the hydrazine hydrate as the reducing agent and selects the ferric trichloride hexahydrateas the catalyst, and finally the N-p-aminobenzoyl-L-glutamic acid with the purity being more than or equal to 99.9% can be obtained.

Resolution of (±)-β-methylphenylethylamine by a novel chiral stationary phase for Pirkle-type column chromatography

In this study, a new Pirkle-type chiral column stationary phase for resolution of β-methylphenylethyl amine was described by using activated Sepharose 4B as a matrix, L-tyrosine as a spacer arm, and an aromatic amine derivative of L-glutamic acid as a ligand. The binding capacities of the stationary phase were determined at different pH values (pH = 6, 7, and 8) using buffer solutions as mobile phase, and enantiomeric excess (ee) was determined by HPLC equipped with chiral column. The ee was found to be 47%.