dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide

Base Information

• Chemical Name: dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide
• CAS No.: 247097-79-6
• Molecular Formula: C₃₀H₂₆N₂O₅
• Molecular Weight: 494.547
• Mol file: 247097-79-6.mol

Synonyms:dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide

Chemical Property of dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide

There total 4 articles about dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide 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: 88.0%

D-2-phenylglycinol (56613-80-0) + dibenzofuran-4,6-dicarbonyl chloride (51412-73-8) → dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide (247097-79-6)

Guidance literature:

With triethylamine; In chloroform; at 0 - 25 ℃; Inert atmosphere;

DOI:10.15227/orgsyn.080.0046

Reference yield:

dibenzofuran-4,6-dicarboxylic acid (88818-47-7) → dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide (247097-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87.4 percent / SOCl₂ / CHCl₃; dimethylformamide / 3 h / 68 °C

2: 86.9 percent / Et₃N / CHCl₃ / 24 h / 25 °C

With thionyl chloride; triethylamine; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0957-4166(99)00238-4

Reference yield:

dibenzofuran (132-64-9,214827-48-2) → dibenzofuran-4,6-dicarboxylic acid bis(2-hydroxy-1-phenylethyl) amide (247097-79-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) TMEDA, sec-BuLi, 3.) aq. HCl

2: 87.4 percent / SOCl₂ / CHCl₃; dimethylformamide / 3 h / 68 °C

3: 86.9 percent / Et₃N / CHCl₃ / 24 h / 25 °C

With hydrogenchloride; thionyl chloride; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; triethylamine; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0957-4166(99)00238-4

upstream raw materials:

D-2-phenylglycinol

dibenzofuran-4,6-dicarbonyl chloride

dibenzofuran

dibenzofuran-4,6-dicarboxylic acid

Downstream raw materials:

(R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline)

C₄₄H₃₈N₂O₉S₂

Methanesulfonic acid (R)-2-{[6-((R)-2-methanesulfonyloxy-1-phenyl-ethylcarbamoyl)-dibenzofuran-4-carbonyl]-amino}-2-phenyl-ethyl ester

Dibenzofuran-4,6-dicarboxylic acid bis-[((R)-2-chloro-1-phenyl-ethyl)-amide]

Refernces

• 1、 Iserloh, Ulrich,Curran, Dennis P.,Kanemasa, Shuji. "Enantioselective conjugate radical addition reactions mediated by chiral Lewis acid complexes of (R,R)-4,6-dibenzofurandiyl-2,2'-bis(4- phenyloxazoline) (DBFOX/Ph)". . p. 2417 - 2428. Retrieved 2007/10/03.