carbobenzyloxycarboxylic acid

Base Information

• Chemical Name: carbobenzyloxycarboxylic acid
• CAS No.: 35448-14-7
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• Mol file: 35448-14-7.mol

Synonyms:carbobenzyloxycarboxylic acid

Chemical Property of carbobenzyloxycarboxylic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

2-(benzyloxy)-2-oxoaceticacid 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of carbobenzyloxycarboxylic acid

There total 7 articles about carbobenzyloxycarboxylic acid 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: 93.0%

oxalyl dichloride (79-37-8) + benzyl alcohol (100-51-6,185532-71-2) → 2-(benzyloxy)-2-oxoacetic acid (35448-14-7)

Guidance literature:

oxalyl dichloride; benzyl alcohol; In diethyl ether; at 20 ℃; for 18h;

With water; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1021/jacs.6b09533

Reference yield:

oxalic acid (144-62-7,97993-78-7) + benzyl chloride (100-44-7) → 2-(benzyloxy)-2-oxoacetic acid (35448-14-7)

Guidance literature:

With sodium hydroxide; Aliquat 336; In toluene; for 24h; Heating;

DOI:10.1016/0040-4020(89)80151-6

Reference yield:

dibenzyl (2R,3R)-2,3-dihydroxybutanedioate (622-00-4) → 2-(benzyloxy)-2-oxoacetic acid (35448-14-7)

Guidance literature:

With 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; [bis(acetoxy)iodo]benzene; In dichloromethane; water; at 0 - 20 ℃; for 0.666667h; Inert atmosphere;

DOI:10.1021/ol3021435

upstream raw materials:

dibenzyl oxalate

oxalyl dichloride

benzyl alcohol

oxalic acid

Downstream raw materials:

methyl phenethyl oxalate

N-carbobenzoxy-L-phenylalanine methyl ester

N-Cbz-L-Phe

methyl 4-benzylbenzoate

Refernces

• 1、 Jana, Santanu,Sarpe, Vikram A.,Kulkarni, Suvarn S.. "Total Synthesis of Emmyguyacins A and B, Potential Fusion Inhibitors of Influenza Virus". supporting information. p. 6938 - 6942. Retrieved 2018/10/25.
• 2、 Shibuya, Masatoshi,Shibuta, Takuro,Fukuda, Hayato,Iwabuchi, Yoshiharu. "Nitroxyl radical/PhI(OAc)2: One-pot oxidative cleavage of vicinal diols to (di)carboxylic acids". supporting information. p. 5010 - 5013. Retrieved 2013/01/15.