4561-10-8

Basic information

• Product Name: H-GLU(OBZL)-OBZL HCL
• Synonyms: H-GLU(OBZL)-OBZL HCL;L-GLUTAMIC ACID-ALPHA,GAMMA-DIBENZYL ESTER HYDROCHLORIDE;L-Glutamic acid dibenzyl ester hydrochloride;H-Glu(Obzl)-Obzl hydrochloride;L-GLUTAMIC ACID-A,Y-DIBENZYLESTER HYDROCHLORIDE;L-GLUTAMIC ACID BIS(PHENYLMETHYL) ESTER HYDROCHLORIDE;(2S)-2-aminoglutaric acid dibenzyl ester hydrochloride;bis(phenylmethyl) (2S)-2-azanylpentanedioate hydrochloride
• CAS NO: 4561-10-8
• Molecular Formula: C₁₉H₂₂NO₄*Cl
• Molecular Weight: 363.84
• Mol File: 4561-10-8.mol

Chemical Properties

• Melting Point: 102.0 to 106.0 °C
• Boiling Point: 453.5 °C at 760 mmHg
• Flash Point: 165.6 °C
• Appearance: White/Powder
• Vapor Pressure: 2.06E-08mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: H-GLU(OBZL)-OBZL HCL(CAS DataBase Reference)
• NIST Chemistry Reference: H-GLU(OBZL)-OBZL HCL(4561-10-8)
• EPA Substance Registry System: H-GLU(OBZL)-OBZL HCL(4561-10-8)

Safety Data

• RTECS: MA0885000
• Hazardous Substances Data: 4561-10-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Chemical Synthesis:
H-GLU(OBZL)-OBZL HCL is used as an intermediate in the synthesis of various pharmaceuticals and chemical compounds. Its unique structure allows for the formation of new chemical entities with potential therapeutic applications.
Used in Medicine Research:
H-GLU(OBZL)-OBZL HCL is also utilized in medicine research as a tool to study the structure-activity relationships of L-glutamic acid derivatives and their potential biological activities. This can lead to the discovery of new drugs and therapeutic agents with improved efficacy and safety profiles.

InChI:InChI=1/C19H21NO4.ClH/c20-17(19(22)24-14-16-9-5-2-6-10-16)11-12-18(21)23-13-15-7-3-1-4-8-15;/h1-10,17H,11-14,20H2;1H/t17-;/m0./s1

Upstream product

• 80963-14-0 dibenzyl N-tert-butyloxycarbonyl-L-glutamate 
• 56-86-0 L-glutamic acid 
• 2419-94-5 Boc-Glu 
• 100-51-6 benzyl alcohol 

Downstream Products

• 18791-58-7 N-[N-(N-benzyloxycarbonyl-L-leucyl)-L-valyl]-L-glutamic acid dibenzyl ester 
• 2768-50-5 dibenzyl L-glutamate 
• 119027-78-0 L-β-benzyloxypropionyl-dibenzylglutamate 
• 841233-65-6 dibenzyl N-(N-benzyloxycarbonyl-glycyl)-L-prolyl-L-glutamate 
• 71389-33-8 dibenzyl (2S)-5-oxotetrahydro-1H-pyrrole-1,2-dicarboxylate 
• 113400-36-5 benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate 

Relevant articles and documents

SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF

Disclosed are compounds having potency in the modulation of NMDA receptor activity. Such compounds can be used in the treatment of conditions such as depression and related disorders as well as other disorders.

SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF

Disclosed are compounds having potency in the modulation of NMDA receptor activity. Such compounds can be used in the treatment of conditions such as depression and related disorders. Orally delivered formulations and other pharmaceutically acceptable delivery forms of the compounds, including intravenous formulations, are also disclosed.

Green preparation method of N-substituted-L-pyroglutamate

The invention provides a green preparation method of N-substituted-L-pyroglutamate. The method comprises the steps as follows: L-glutamic acid diester hydrochloride (III) is prepared from L-glutamic acid (II) as a starting material in the presence of an acidic reagent by an esterification reaction; then, L-glutamic acid diester hydrochloride (III) is subjected to N-substituted protective reactionwith an N-substituent protective reagent with a one-pot method in the presence of a base and a solvent, an N-substituted protective group is introduced, heating is performed for dealcoholization cyclization in molecules, and N-substituted-L-pyroglutamate as shown in the formula (I) is obtained. The method has the advantages of cheap and easily available raw materials, classic reaction types, shortprocess route, simple and convenient operation, small waste water amount, green and environment-friendly production process, high reaction yield and low product cost. 5R-benzyloxyaminopiperidine-2S-carboxylate, 5R-benzyloxyaminopiperidine-2S-formate ethanedioate and avibactam can be prepared from N-substituted-L-pyroglutamate as shown in the formula (I).

A class of novel carboline intercalators: Their synthesis, in vitro anti-proliferation, in vivo anti-tumor action, and 3D QSAR analysis

Based on DOCK scores 18 N-(3-benzyloxycarbonylcarboline-1-yl)ethylamino acid benzylesters (6a-r) were synthesized as anti-tumor agents. Their IC 50 values against five human carcinoma cell lines ranged from 11.1 μM to more than 100 μM. The in vivo assay identified five derivatives of them had no anti-tumor action, the anti-tumor activity of nine derivatives of them equaled that of cytarabine, and the anti-tumor activity of three derivatives of them was higher than that of cytarabine. The UV and fluorescence spectra, as well as the relative viscosity and melting temperature measurements of calf thymus DNA (CT DNA) with and without the representative compound suggested that DNA intercalation could be their action mechanism. The 3D QSAR analysis of N-(3-benzyloxycarbonylcarboline-1-yl)ethylamino acid benzylesters (6a-r) revealed that their in vivo anti-tumor activity significantly depends on the molecular electrostatic and steric fields of the side chain of the amino acid residue.

Study on synthesis, characteristics and catalysis properties of novel chiral metal complexes catalysts for 1,3-dipolar cycloaddition reactions of nitrone with electron-rich alkene

As a new class of potential catalysts for 1,3-dipolar cycloaddition reactions, fourteen L-amino acid Schiff base Cu(II) and Ti(IV) complexes were synthesized, characterized, and evaluated for their catalytic activities in the reaction between C, N-diphenylnitrone and electron-rich ethyl vinyl ether under both homogeneous and in situ conditions. The methods for preparation and utilization of the catalysts were elucidated in detail, and the results of the catalytic reactions were described and discussed as well. Excellent reaction results were found in the presence of some catalysts (20 mol%) with > 90% endo-isoazolidines produced, compared with predominantly exo-isoazolidine produced without a catalyst. In addition, the reaction rate is found to be enhanced remarkably by a Cu(II) complex Schiff base catalyst at room temperature.