2,2'-Dimethoxy-[1,1']binaphthalenyl-3,3'-dicarboxylic acid 3'-methyl ester 3-(2-oxo-2-phenyl-ethyl) ester

Base Information

• Chemical Name: 2,2'-Dimethoxy-[1,1']binaphthalenyl-3,3'-dicarboxylic acid 3'-methyl ester 3-(2-oxo-2-phenyl-ethyl) ester
• CAS No.: 194084-40-7
• Molecular Formula: C₃₃H₂₆O₇
• Molecular Weight: 534.565
• Mol file: 194084-40-7.mol

Synonyms:2,2'-Dimethoxy-[1,1']binaphthalenyl-3,3'-dicarboxylic acid 3'-methyl ester 3-(2-oxo-2-phenyl-ethyl) ester

Chemical Property of 2,2'-Dimethoxy-[1,1']binaphthalenyl-3,3'-dicarboxylic acid 3'-methyl ester 3-(2-oxo-2-phenyl-ethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2'-Dimethoxy-[1,1']binaphthalenyl-3,3'-dicarboxylic acid 3'-methyl ester 3-(2-oxo-2-phenyl-ethyl) ester

There total 1 articles about 2,2'-Dimethoxy-[1,1']binaphthalenyl-3,3'-dicarboxylic acid 3'-methyl ester 3-(2-oxo-2-phenyl-ethyl) ester 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: 90.0%

α-bromoacetophenone (70-11-1) + methyl 2,2'-dimethoxy-1,1'-naphthalene-3-carboxylic acid-3'-carboxylate (194084-28-1,194090-96-5,194090-97-6) → 2,2'-Dimethoxy-[1,1']binaphthalenyl-3,3'-dicarboxylic acid 3'-methyl ester 3-(2-oxo-2-phenyl-ethyl) ester (194084-40-7)

Guidance literature:

With potassium fluoride; In N,N-dimethyl-formamide; for 20h; Ambient temperature;

DOI:10.1135/cccc19970925

Reference yield:

2,2'-Dimethoxy-[1,1']binaphthalenyl-3,3'-dicarboxylic acid 3'-methyl ester 3-(2-oxo-2-phenyl-ethyl) ester (194084-40-7) → 3'-Benzoyloxymethyl-2,2'-dimethoxy-[1,1']binaphthalenyl-3-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: Zn, AcOH / 20 h / 20 °C

2: 97 percent / BH₃*THF / tetrahydrofuran / 1.) -10 deg C, 2 h, 2.) 10 deg C, 2 h.

3: 97 percent / 2 h / Heating

4: 629 mg / 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) ambient temperature, 48 h.

With dmap; borane-THF; acetic acid; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1135/cccc19970925

Reference yield:

2,2'-Dimethoxy-[1,1']binaphthalenyl-3,3'-dicarboxylic acid 3'-methyl ester 3-(2-oxo-2-phenyl-ethyl) ester (194084-40-7) → 3',6'-Bis-(2-hydroxy-ethoxymethyl)-2,2'-dimethoxy-[1,1']binaphthalenyl-3-carboxylic acid 2-oxo-2-phenyl-ethyl ester

Guidance literature:

Multi-step reaction with 7 steps

1: Zn, AcOH / 20 h / 20 °C

2: 97 percent / BH₃*THF / tetrahydrofuran / 1.) -10 deg C, 2 h, 2.) 10 deg C, 2 h.

3: 97 percent / 2 h / Heating

4: 50 percent / SnCl₄ / CH₂Cl₂ / 1.) -20 deg C, 3.5 h, 2.) ambient temperature, 30 min.

5: 40 percent / Ag₂O / 1 h

6: 88 percent / KOH / H₂O; methanol; tetrahydrofuran / 1.) reflux, 1 h, 2.) ambient temperature, 12 h.

7: 73 percent / KF / dimethylformamide / 12 h / Ambient temperature

With potassium fluoride; potassium hydroxide; borane-THF; tin(IV) chloride; acetic acid; silver(l) oxide; zinc; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1135/cccc19970925

upstream raw materials:

α-bromoacetophenone

methyl 2,2'-dimethoxy-1,1'-naphthalene-3-carboxylic acid-3'-carboxylate