Methyl 4-<2--2-oxoethyl>-8-(phenylmethoxy)-2-naphthalenecarboxylate

Base Information

• Chemical Name: Methyl 4-<2--2-oxoethyl>-8-(phenylmethoxy)-2-naphthalenecarboxylate
• CAS No.: 163685-19-6
• Molecular Formula: C₃₀H₂₉NO₄
• Molecular Weight: 467.565
• Mol file: 163685-19-6.mol

Synonyms:Methyl 4-<2--2-oxoethyl>-8-(phenylmethoxy)-2-naphthalenecarboxylate

Chemical Property of Methyl 4-<2--2-oxoethyl>-8-(phenylmethoxy)-2-naphthalenecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 4-<2--2-oxoethyl>-8-(phenylmethoxy)-2-naphthalenecarboxylate

There total 9 articles about Methyl 4-<2--2-oxoethyl>-8-(phenylmethoxy)-2-naphthalenecarboxylate 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: 87.0%

N-Methyl-N-phenethylamine (589-08-2) + Methyl 4-(diazoacetyl)-8-(phenylmethoxy)-2-naphthalenecarboxylate → Methyl 4-<2--2-oxoethyl>-8-(phenylmethoxy)-2-naphthalenecarboxylate (163685-19-6)

Guidance literature:

In toluene; for 5h; Irradiation;

DOI:10.1021/jo00115a047

Reference yield:

methyl 4-hydroxy-8-(phenylmethoxy)-2-naphthalenecarboxylate (144003-46-3) → Methyl 4-<2--2-oxoethyl>-8-(phenylmethoxy)-2-naphthalenecarboxylate (163685-19-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 1.) LiCl, PdCl₂6H₅)3>2 / 1.) DMF, RT, 15 min, 2.) DMF, RT, 12 h

3: 1.) 9-BBN, 2.) aq. H₂O₂ / 1.) THF, RT, 48 h, 2.) THF, from 0 deg C to RT, 2 h

4: CrO₃, H₂SO₄ / acetone / 38 h / 0 °C

5: CH₂Cl₂ / 1 h / Ambient temperature

6: 4-(dimethylamino)pyridine / CH₂Cl₂ / 18 h / Ambient temperature

With pyridine; chromium(VI) oxide; dmap; bis-triphenylphosphine-palladium(II) chloride; 9-borabicyclo[3.3.1]nonane dimer; sulfuric acid; dihydrogen peroxide; lithium chloride; In dichloromethane; acetone;

DOI:10.1021/jm950699x

Reference yield:

methyl 4-(2-hydroxyethyl)-8-(phenylmethoxy)-2-naphthalenecarboxylate (144003-49-6) → Methyl 4-<2--2-oxoethyl>-8-(phenylmethoxy)-2-naphthalenecarboxylate (163685-19-6)

Guidance literature:

Multi-step reaction with 3 steps

1: CrO₃, H₂SO₄ / acetone / 38 h / 0 °C

2: CH₂Cl₂ / 1 h / Ambient temperature

3: 4-(dimethylamino)pyridine / CH₂Cl₂ / 18 h / Ambient temperature

With chromium(VI) oxide; dmap; sulfuric acid; In dichloromethane; acetone;

DOI:10.1021/jm950699x

upstream raw materials:

3-carbomethoxy-5-(phenylmethoxy)-1-naphthaleneacetic acid

N-Methyl-N-phenethylamine

methyl 8-(phenylmethoxy)-4-vinyl-2-naphthalenecarboxylate

methyl 4-hydroxy-8-(phenylmethoxy)-2-naphthalenecarboxylate

Downstream raw materials:

8-Methoxy-4-[(methyl-phenethyl-carbamoyl)-methyl]-naphthalene-2-carboxylic acid methyl ester

4-[(Methyl-phenethyl-carbamoyl)-methyl]-8-pentyloxy-naphthalene-2-carboxylic acid methyl ester

8-Hydroxy-4-[(methyl-phenethyl-carbamoyl)-methyl]-naphthalene-2-carboxylic acid methyl ester

RG 14893