3-(4-Benzyloxy-3-methoxy-phenyl)-2-(6-methoxy-7-methoxymethoxy-2-oxo-2H-chromen-8-yloxy)-3-oxo-propionic acid ethyl ester

Base Information

• Chemical Name: 3-(4-Benzyloxy-3-methoxy-phenyl)-2-(6-methoxy-7-methoxymethoxy-2-oxo-2H-chromen-8-yloxy)-3-oxo-propionic acid ethyl ester
• CAS No.: 102070-24-6
• Molecular Formula: C₃₁H₃₀O₁₁
• Molecular Weight: 578.573
• Mol file: 102070-24-6.mol

Synonyms:3-(4-Benzyloxy-3-methoxy-phenyl)-2-(6-methoxy-7-methoxymethoxy-2-oxo-2H-chromen-8-yloxy)-3-oxo-propionic acid ethyl ester

Chemical Property of 3-(4-Benzyloxy-3-methoxy-phenyl)-2-(6-methoxy-7-methoxymethoxy-2-oxo-2H-chromen-8-yloxy)-3-oxo-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-Benzyloxy-3-methoxy-phenyl)-2-(6-methoxy-7-methoxymethoxy-2-oxo-2H-chromen-8-yloxy)-3-oxo-propionic acid ethyl ester

There total 4 articles about 3-(4-Benzyloxy-3-methoxy-phenyl)-2-(6-methoxy-7-methoxymethoxy-2-oxo-2H-chromen-8-yloxy)-3-oxo-propionic acid 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: 98.0%

ethyl 2-bromo-3-(4-benzyloxy-3-methoxyphenyl)-3-oxopropionate (7572-90-9) + 8-hydroxy-6-methoxy-7-methoxymethoxycoumarin (102070-21-3) → 3-(4-Benzyloxy-3-methoxy-phenyl)-2-(6-methoxy-7-methoxymethoxy-2-oxo-2H-chromen-8-yloxy)-3-oxo-propionic acid ethyl ester (102070-24-6)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; 1. room temp., 1 h; 2.) room temp. 3 h;

DOI:10.1248/cpb.33.3218

Reference yield:

7,8-dihydroxy-6-methoxy-2H-1-benzopyran-2-one (574-84-5) → 3-(4-Benzyloxy-3-methoxy-phenyl)-2-(6-methoxy-7-methoxymethoxy-2-oxo-2H-chromen-8-yloxy)-3-oxo-propionic acid ethyl ester (102070-24-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / 1.NaH / tetrahydrofuran; dimethylformamide / 1. room temp., 1 h; 2.) room temp. 3 h

2: 98 percent / tert-BuOK / dimethylformamide / 1. room temp., 1 h; 2.) room temp. 3 h

With potassium tert-butylate; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1248/cpb.33.3218

Reference yield:

7-hydroxy-6-methoxy-8-acetyl-2H-<1>-benzopyran-2-one (77084-21-0) → 3-(4-Benzyloxy-3-methoxy-phenyl)-2-(6-methoxy-7-methoxymethoxy-2-oxo-2H-chromen-8-yloxy)-3-oxo-propionic acid ethyl ester (102070-24-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / 1.) NaH / tetrahydrofuran; dimethylformamide / 1.) room temp., 1 h; 2.) room temp., 3 h

2: 58 percent / 30percent hydrogen peroxide/1 N sodium hydroxide / dioxane / 48 h / Ambient temperature

3: 98 percent / tert-BuOK / dimethylformamide / 1. room temp., 1 h; 2.) room temp. 3 h

With sodium hydroxide; potassium tert-butylate; dihydrogen peroxide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.33.3218

upstream raw materials:

ethyl 2-bromo-3-(4-benzyloxy-3-methoxyphenyl)-3-oxopropionate

8-hydroxy-6-methoxy-7-methoxymethoxycoumarin

7,8-dihydroxy-6-methoxy-2H-1-benzopyran-2-one

7-hydroxy-6-methoxy-8-acetyl-2H-<1>-benzopyran-2-one

Downstream raw materials:

cleomiscosin A diacetate

8-[(1R,2S)-2-(4-Benzyloxy-3-methoxy-phenyl)-2-hydroxy-1-hydroxymethyl-ethoxy]-7-hydroxy-6-methoxy-chromen-2-one

8-[(1R,2R)-2-(4-Benzyloxy-3-methoxy-phenyl)-2-hydroxy-1-hydroxymethyl-ethoxy]-7-hydroxy-6-methoxy-chromen-2-one

cleomiscosin A