2-Naphthalenecarboxylic acid, 3-[1-(acetyloxy)ethyl]-4-phenyl-7-(phenylmethoxy)-

Base Information

• Chemical Name: 2-Naphthalenecarboxylic acid, 3-[1-(acetyloxy)ethyl]-4-phenyl-7-(phenylmethoxy)-
• CAS No.: 145127-75-9
• Molecular Formula: C28H24O5
• Molecular Weight: 440.496
• Mol file: 145127-75-9.mol

Synonyms:

Chemical Property of 2-Naphthalenecarboxylic acid, 3-[1-(acetyloxy)ethyl]-4-phenyl-7-(phenylmethoxy)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Naphthalenecarboxylic acid, 3-[1-(acetyloxy)ethyl]-4-phenyl-7-(phenylmethoxy)-

There total 11 articles about 2-Naphthalenecarboxylic acid, 3-[1-(acetyloxy)ethyl]-4-phenyl-7-(phenylmethoxy)- 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: 91.0%

3-(1-Acetoxyethyl)-7-benzyloxy-2-hydroxymethyl-4-phenylnaphthalene (145127-74-8) → 3-(1-Acetoxyethyl)-7-benzyloxy-4-phenyl-2-naphthoic acid (145127-75-9)

Guidance literature:

With potassium permanganate; phoshate buffer; In water; tert-butyl alcohol; for 3h; Ambient temperature;

DOI:10.1021/jm960301c

Reference yield:

Na2 SO3 + 3-(1-Acetoxyethyl)-7-benzyloxy-2-hydroxymethyl-4-phenylnaphthalene (145127-74-8) → 3-(1-Acetoxyethyl)-7-benzyloxy-4-phenyl-2-naphthoic acid (145127-75-9)

Guidance literature:

With potassium permanganate; In tert-butyl alcohol;

Reference yield:

5-(benzyloxy)-2-bromobenzaldehyde dimethylacetal (81418-49-7) → 3-(1-Acetoxyethyl)-7-benzyloxy-4-phenyl-2-naphthoic acid (145127-75-9)

Guidance literature:

Multi-step reaction with 9 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

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

DOI:10.1021/jm960301c

upstream raw materials:

3-(1-Acetoxyethyl)-7-benzyloxy-2-hydroxymethyl-4-phenylnaphthalene

5-(benzyloxy)-2-bromobenzaldehyde dimethylacetal

benzaldehyde

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

Downstream raw materials:

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

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

7-Hydroxy-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.