2-BroMo-3-benzyloxy-4-Methoxybenzoic Acid Methyl Ester

Base Information

• Chemical Name: 2-BroMo-3-benzyloxy-4-Methoxybenzoic Acid Methyl Ester
• CAS No.: 135586-19-5
• Molecular Formula: C16H15BrO4
• Molecular Weight: 351.19200
• Mol file: 135586-19-5.mol

Synonyms:methyl 2-bromo-4-methoxy-3-phenylmethoxybenzoate;

Chemical Property of 2-BroMo-3-benzyloxy-4-Methoxybenzoic Acid Methyl Ester

Chemical Property:

• PSA: 44.76000
• LogP: 3.82330
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

99.90% ^*data from raw suppliers

2-Bromo-3-benzyloxy-4-methoxybenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Taspine intermediate.

Technology Process of 2-BroMo-3-benzyloxy-4-Methoxybenzoic Acid Methyl Ester

There total 4 articles about 2-BroMo-3-benzyloxy-4-Methoxybenzoic Acid Methyl 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: 89.0%

methanol (67-56-1) + 3-(benzyloxy)-2-bromo-4-methoxybenzoic acid (135586-17-3) → methyl 3-benzyloxy-2-bromo-4-methoxybenzoate (135586-19-5)

Guidance literature:

methanol; With acetyl chloride; at 0 - 20 ℃; Inert atmosphere;

3-(benzyloxy)-2-bromo-4-methoxybenzoic acid; for 4h; Reflux; Inert atmosphere;

DOI:10.1055/s-0029-1217393

Reference yield:

2-bromoisovanillin (2973-58-2) → methyl 3-benzyloxy-2-bromo-4-methoxybenzoate (135586-19-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / K₂CO₃ / dimethylformamide / 14 h

2: 84 percent / Jones' reagent / acetone / 24 h

3: 86 percent / 5percent aq. H₂SO₄

With jones' reagent; sulfuric acid; potassium carbonate; In N,N-dimethyl-formamide; acetone;

DOI:10.1080/00397919108019768

Reference yield:

3-(benzyloxy)-2-bromo-4-methoxybenzaldehyde (38849-38-6) → methyl 3-benzyloxy-2-bromo-4-methoxybenzoate (135586-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / Jones' reagent / acetone / 24 h

2: 86 percent / 5percent aq. H₂SO₄

With jones' reagent; sulfuric acid; In acetone;

DOI:10.1080/00397919108019768

upstream raw materials:

methanol

3-(benzyloxy)-2-bromo-4-methoxybenzoic acid

2-bromoisovanillin

3-(benzyloxy)-2-bromo-4-methoxybenzaldehyde

Downstream raw materials:

dimethyl 6'-(benzyloxy)-5,5'-dimethoxy-6-[(methoxycarbonyl)oxy]-3-(3-methoxy-3-oxopropyl)biphenyl-2,2'-dicarboxylate

dimethyl 6,6'-dibenzyloxy-5,5'-dimethoxybiphenyl-2,2'-dicarboxylate

6'-Benzyloxy-5,5'-dimethoxy-6-methoxycarbonyloxy-3-methyl-biphenyl-2,2'-dicarboxylic acid dimethyl ester

Refernces

• 1、 Scarpati,Bianco,Lo Scalzo. "Synthesis of models related to taspine". . p. 849 - 858. Retrieved 2007/10/02.