H-D-GLU(OBZL)-OBZL P-TOSYLATE

Base Information

• Chemical Name: H-D-GLU(OBZL)-OBZL P-TOSYLATE
• CAS No.: 19898-41-0
• Molecular Formula: C26H29NO7S
• Molecular Weight: 499.57600
• Hs Code.: 2922498590
• Mol file: 19898-41-0.mol

Synonyms:D-glutamic acid dibenzyl ester 4-toluenesulfonate;H-D-GLU(OBZL)-OBZL P-TOSYLATE;dibenzyl D-glutamate p-toluenesulfonate;D-glutamic acid dibenzyl ester p-toluenesulfonate;dibenzyl D-glutamate p-toluenesulfonic acid salt;D-glutamate dibenzylester p-toluenesulfonate;H-D-Glu(Bzl)OBzl * p-toluenesulphonic acid;H-D-Glu(OBzl)-OBzl Tos;D-glutamic acid dibenzyl ester p-toluenesufonate salt;

Chemical Property of H-D-GLU(OBZL)-OBZL P-TOSYLATE

Chemical Property:

• PSA: 141.37000
• LogP: 5.60350
• Storage Temp.: Store at RT.

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of H-D-GLU(OBZL)-OBZL P-TOSYLATE

There total 1 articles about H-D-GLU(OBZL)-OBZL P-TOSYLATE 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: 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: 92.0%

D-glutamic acid dibenzyl ester p-toluenesufonate salt (2791-84-6,19898-41-0,120538-51-4,227205-81-4) + N-(benzyloxycarbonyl)-D-tryptophan (2279-15-4) → N-benzyloxycarbonyl-D-tryptophan-D-glutamate dibenzylester (1105050-36-9)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.ejmech.2008.01.032

Reference yield: 90.0%

Cbz-(L)-Glu-OBn (3705-42-8) + D-glutamic acid dibenzyl ester p-toluenesufonate salt (2791-84-6,19898-41-0,120538-51-4,227205-81-4) → benzyloxycarbonyl-α-benzyl-γ-L-glutamyl-D-glutamic acid dibenzyl ester (7365-90-4,7365-91-5,7365-92-6,7415-89-6)

Guidance literature:

With dicyclohexyl-carbodiimide;

upstream raw materials:

D-Glutamic acid

toluene-4-sulfonic acid

benzyl alcohol

Downstream raw materials:

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

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

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

dibenzyl N-[[(1R,S)-1-(N-(9-fluorenylmethoxycarbonyl)amino)ethyl]methoxyphosphinyl]-D-glutamate

Refernces

• 1、 Yamaguchi, Takao,Blazquez, Blas,Hesek, Dusan,Lee, Mijoon,Llarrull, Leticia I.,Boggess, Bill,Oliver, Allen G.,Fisher, Jed F.,Mobashery, Shahriar. "Inhibitors for bacterial cell-wall recycling". supporting information; experimental part. p. 238 - 242. Retrieved 2012/05/04.