CID 11049360

Base Information

• Chemical Name: CID 11049360
• CAS No.: 2791-84-6
• Molecular Formula: C19H21NO4^.C7H8O3S
• Molecular Weight: 499.585
• Hs Code.: 2922499990
• Mol file: 2791-84-6.mol

Synonyms:

Chemical Property of CID 11049360

Chemical Property:

• Vapor Pressure: 2.06E-08mmHg at 25°C
• Melting Point: 142 °C
• Boiling Point: 453.5 °C at 760 mmHg
• Flash Point: 165.6 °C
• PSA: 141.37000
• LogP: 5.60350
• Storage Temp.: Store at RT.
• Solubility.: DMSO (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 499.16647344
• Heavy Atom Count: 35
• Complexity: 580

Purity/Quality:

99% ^*data from raw suppliers

L-Glutamic acid dibenzyl ester 4-toluenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)[O-].C1=CC=C(C=C1)COC(=O)CCC(C(=O)OCC2=CC=CC=C2)[NH3+]
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)[O-].C1=CC=C(C=C1)COC(=O)CC[C@@H](C(=O)OCC2=CC=CC=C2)[NH3+]

Technology Process of CID 11049360

There total 4 articles about CID 11049360 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: 92.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + toluene-4-sulfonic acid (104-15-4) + benzyl alcohol (100-51-6,185532-71-2) → L-glutamic acid dibenzyl ester 4-toluenesulfonate (2791-84-6,227205-81-4)

Guidance literature:

In benzene; for 7h; Reflux;

DOI:10.1016/j.ejmech.2008.01.032

Reference yield: 83.0%

D-Glutamic acid (6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + toluene-4-sulfonic acid (104-15-4) + benzyl alcohol (100-51-6,185532-71-2) → D-glutamic acid dibenzyl ester p-toluenesufonate salt (2791-84-6,19898-41-0,120538-51-4,227205-81-4)

Guidance literature:

In benzene; for 7h; Reflux;

DOI:10.1016/j.ejmech.2008.01.032

Reference yield: 81.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + p-toluenesulfonyl chloride (98-59-9) + benzyl alcohol (100-51-6,185532-71-2) → L-glutamic acid dibenzyl ester 4-toluenesulfonate (2791-84-6,227205-81-4)

Guidance literature:

In cyclohexane; for 24h; Reflux;

DOI:10.1007/s10989-019-09998-x

upstream raw materials:

L-glutamic acid

benzyl alcohol

toluene-4-sulfonic acid

p-toluenesulfonyl chloride

Downstream raw materials:

Boc-Cha-D-Glu(Bzl)-OBzl

benzyloxycarbonyl-α-benzyl-γ-L-glutamyl-L-glutamic acid dibenzyl ester

benzyloxycarbonyl-α-benzyl-γ-L-glutamyl-D-glutamic acid dibenzyl ester

(S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic acid dibenzyl ester

Refernces

• 1、 Griffith, Corey M.,Feceu, Abigail,Larive, Cynthia K.,Martin, David B. C.. "Synthesis and structure reassignment of malylglutamate, a recently discovered earthworm metabolite". . p. 417 - 421. Retrieved 2019/02/19.
• 2、 Du, Zuyin,Lu, Yanhui,Dai, Xuedong,Negrerie, Daisy Zhang,Gao, Qingzhi. "The discovery of a facile access to the synthesis of NSAID dendritic prodrugs". . p. 177 - 180. Retrieved 2013/07/05.