CID 6994484

Base Information

• Chemical Name: CID 6994484
• CAS No.: 1676-73-9
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• Hs Code.: 29224999
• Mol file: 1676-73-9.mol

Synonyms:

Chemical Property of CID 6994484

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 9.12E-09mmHg at 25°C
• Melting Point: 181-182 °C(lit.)
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 426.1 °C at 760 mmHg
• PKA: 2.20±0.10(Predicted)
• Flash Point: 211.5 °C
• PSA: 89.62000
• Density: 1.245 g/cm₃
• LogP: 1.62220
• Storage Temp.: 2-8°C
• Solubility.: Acetic Acid (Slightly), DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• XLogP3: -1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

L-Glutamic acid 5-benzyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)CCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)CC[C@@H](C(=O)[O-])[NH3+]
• Uses: L-Glutamic acid γ-benzyl ester is commonly used in the synthesis of polymers for biological applications. Some of the examples are:Synthesis of bioreducible block copolymers based on poly(ethylene glycol) and poly(γ-benzyl L-glutamate) for Intracellular drug delivery.Synthesis of biodegradable poly(L-glutamic acid)-b-polylactide for magnetic resonance imaging (MRI)-visible drug delivery system.Synthesis of pH and temperature-responsive diblock copolymers based on poly(L-glutamic acid).

Technology Process of CID 6994484

There total 21 articles about CID 6994484 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

Z(OMe)-Glu(OBzl)-OH (23506-06-1) → L-glutamic acid γ-benzyl ester (1676-73-9,25014-27-1)

Guidance literature:

With methanesulfonic acid; 3-methyl-phenol; In dichloromethane; at 25 ℃; for 0.5h;

DOI:10.1248/cpb.41.954

Reference yield: 95.31%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + benzyl alcohol (100-51-6,185532-71-2) → L-glutamic acid γ-benzyl ester (1676-73-9,25014-27-1) + 1-benzyl L-glutamate (13030-09-6)

Guidance literature:

With copper dichloride; at 60 ℃; for 2h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Mechanism;

DOI:10.1016/j.catcom.2014.01.014

Reference yield: 94.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + benzyl alcohol (100-51-6,185532-71-2) → L-glutamic acid γ-benzyl ester (1676-73-9,25014-27-1)

Guidance literature:

With tetrafluoroboric acid diethyl ether; sodium sulfate; for 15h; Ambient temperature;

DOI:10.1055/s-1987-28030

upstream raw materials:

L-glutamic acid

toluene-4-sulfonic acid

benzyl alcohol

benzenesulfonic acid

Downstream raw materials:

N-formyl-L-glutamic acid-5-benzyl ester

N-(N-benzyloxycarbonyl-O-methyl-L-γ-glutamyl)-D-glutamic acid-5-benzyl ester-1-methyl ester

N-trityl-L-glutamic acid-5-benzyl ester

N-benzyloxycarbonyl-5-O-benzyl-L-glutamic acid

Refernces

• 1、 Chen, Shui-Tein,Wang, Kung-Tsung. "The Synthesis of β-Benzyl L-Aspartate and γ-Benzyl L-Glutamate by Enzyme-Catalyzed Hydrolysis". . p. 581 - 582. Retrieved 1987.
• 2、 Pan, Shirong,Cao, Duanwen,Fang, Rong,Yi, Wu,Huang, Huan,Tian, Shouqin,Feng, Min. "Cellular uptake and transfection activity of DNA complexes based on poly(ethylene glycol)-poly(l-glutamine) copolymer with PAMAM G2". . p. 5114 - 5127. Retrieved 2013.
• 3、 Marx, Andreas,Thiele, Christina. "Orientational properties of poly-γ-benzyl-L-glutamate: Influence of molecular weight and solvent on order parameters of the solute". . p. 254 - 260. Retrieved 2009.
• 4、 Wang, Zhongjuan,Zou, Haijuan,Wang, Zirui,Wu, Jiamin,Xia, Zhongsheng,Feng, Min. "Highly stable polyglutamate derivatives/siRNA polyplex efficiently down-relegate survivin expression and augment the efficacy of cisplatin". . p. 24 - 34. Retrieved 2016.
• 5、 ?kalamera, Dani,Antica, Mariastefania,Car, ?eljka,Dra?enovi?, Josip,Milkovi?, Lidija,Perokovi?, Vesna Petrovi?,Ribi?, Rosana,Stojkovi?, Ranko,Tomi?, Sr?anka. "Design, synthesis, and biological evaluation of desmuramyl dipeptides modified by adamantyl-1,2,3-triazole". supporting information. . Retrieved 2021/11/01.
• 6、 Jovanovic, Milos,Radivojevic, Jelena,O'Connor, Kevin,Blagojevic, Stevan,Begovic, Biljana,Lukic, Vera,Nikodinovic-Runic, Jasmina,Savic, Vladimir. "Rhamnolipid inspired lipopeptides effective in preventing adhesion and biofilm formation of Candida albicans". supporting information. p. 209 - 217. Retrieved 2019/03/23.