7-Benzyloxy-3-(1-hydroxyethyl)-4-phenyl-2-naphthoic acid

Base Information

• Chemical Name: 7-Benzyloxy-3-(1-hydroxyethyl)-4-phenyl-2-naphthoic acid
• CAS No.: 1026460-69-4
• Molecular Formula: C₂₆H₂₂O₄
• Molecular Weight: 398.458
• Mol file: 1026460-69-4.mol

Synonyms:7-Benzyloxy-3-(1-hydroxyethyl)-4-phenyl-2-naphthoic acid

Chemical Property of 7-Benzyloxy-3-(1-hydroxyethyl)-4-phenyl-2-naphthoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-Benzyloxy-3-(1-hydroxyethyl)-4-phenyl-2-naphthoic acid

There total 11 articles about 7-Benzyloxy-3-(1-hydroxyethyl)-4-phenyl-2-naphthoic 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: 100.0%

3-(1-Acetoxyethyl)-7-benzyloxy-4-phenyl-2-naphthoic acid (145127-75-9) → 7-Benzyloxy-3-(1-hydroxyethyl)-4-phenyl-2-naphthoic acid (1026460-69-4)

Guidance literature:

With sodium methylate; In methanol; for 24h; Ambient temperature;

DOI:10.1021/jm960301c

Reference yield:

5-(benzyloxy)-2-bromobenzaldehyde dimethylacetal (81418-49-7) → 7-Benzyloxy-3-(1-hydroxyethyl)-4-phenyl-2-naphthoic acid (1026460-69-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) n-BuLi / 1.) THF, hexane, -70 deg C, 15 min, 2.) THF, hexane, from -70 to 10 deg C

2: camphorsulfonic acid / toluene / 24 h / Heating

3: 29 percent / LiAlH₄ / tetrahydrofuran / 2.5 h / Heating

4: 73 percent / imidazole / tetrahydrofuran / 1 h / Ambient temperature

5: 92 percent / pyridinium chlorochromate, molecular sieves / CH₂Cl₂ / 1 h / Ambient temperature

6: 98 percent / tetrahydrofuran / 0.17 h / -78 °C

7: pyridine, 4-(dimethylamino)pyridine / 2 h / Ambient temperature

8: Bu₄NF, acetic acid / tetrahydrofuran / 2 h / 0 °C

9: 91 percent / KMnO₄, aq. phoshate buffer / 2-methyl-propan-2-ol; H₂O / 3 h / Ambient temperature

10: 100 percent / MeONa / methanol / 24 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; potassium permanganate; lithium aluminium tetrahydride; n-butyllithium; molecular sieve; phoshate buffer; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; water; toluene; tert-butyl alcohol;

DOI:10.1021/jm960301c

Reference yield:

benzaldehyde (100-52-7) → 7-Benzyloxy-3-(1-hydroxyethyl)-4-phenyl-2-naphthoic acid (1026460-69-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) n-BuLi / 1.) THF, hexane, -70 deg C, 15 min, 2.) THF, hexane, from -70 to 10 deg C

2: camphorsulfonic acid / toluene / 24 h / Heating

3: 29 percent / LiAlH₄ / tetrahydrofuran / 2.5 h / Heating

4: 73 percent / imidazole / tetrahydrofuran / 1 h / Ambient temperature

5: 92 percent / pyridinium chlorochromate, molecular sieves / CH₂Cl₂ / 1 h / Ambient temperature

6: 98 percent / tetrahydrofuran / 0.17 h / -78 °C

7: pyridine, 4-(dimethylamino)pyridine / 2 h / Ambient temperature

8: Bu₄NF, acetic acid / tetrahydrofuran / 2 h / 0 °C

9: 91 percent / KMnO₄, aq. phoshate buffer / 2-methyl-propan-2-ol; H₂O / 3 h / Ambient temperature

10: 100 percent / MeONa / methanol / 24 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; potassium permanganate; lithium aluminium tetrahydride; n-butyllithium; molecular sieve; phoshate buffer; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; water; toluene; tert-butyl alcohol;

DOI:10.1021/jm960301c

upstream raw materials:

3-(1-Acetoxyethyl)-7-benzyloxy-4-phenyl-2-naphthoic acid

5-(benzyloxy)-2-bromobenzaldehyde dimethylacetal

benzaldehyde

7-benzyloxy-2,3-bis(hydroxymethyl)-4-phenylnaphthalene

Downstream raw materials:

7-Hydroxy-3-methyl-4-phenyl-3H-naphtho[2,3-c]furan-1-one

7-Benzyloxy-3-methyl-4-phenyl-3H-naphtho[2,3-c]furan-1-one

Refernces

• 1、 -. "Pyranylphenyl hydroxyalkylnaphthoic acids as inhibitors of leukotriene biosynthesis". . . Retrieved 2008/06/13.