Ethylene Glycol Ketal of cis-3-Acetyl-5-((o-methoxybenzoyl)oxy)-1,8-dihydroxytetralin 1,8-Acetonide

Base Information

• Chemical Name: Ethylene Glycol Ketal of cis-3-Acetyl-5-((o-methoxybenzoyl)oxy)-1,8-dihydroxytetralin 1,8-Acetonide
• CAS No.: 90623-80-6
• Molecular Formula: C₂₅H₂₈O₇
• Molecular Weight: 440.493
• Mol file: 90623-80-6.mol

Synonyms:

Chemical Property of Ethylene Glycol Ketal of cis-3-Acetyl-5-((o-methoxybenzoyl)oxy)-1,8-dihydroxytetralin 1,8-Acetonide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethylene Glycol Ketal of cis-3-Acetyl-5-((o-methoxybenzoyl)oxy)-1,8-dihydroxytetralin 1,8-Acetonide

There total 3 articles about Ethylene Glycol Ketal of cis-3-Acetyl-5-((o-methoxybenzoyl)oxy)-1,8-dihydroxytetralin 1,8-Acetonide 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:

3-Ethylene Glycol Ketal of 3-Acetyl-5,8-dihydroxy-1-tetralone (90623-76-0) → Ethylene Glycol Ketal of cis-3-Acetyl-5-((o-methoxybenzoyl)oxy)-1,8-dihydroxytetralin 1,8-Acetonide (90623-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / NaBH₄ / tetrahydrofuran / 12 h / Heating

2: 68.6 percent / p-toluenesulfonic acid / 8 h / Ambient temperature

3: 1) p-toluenesulfonyl chloride / 1) pyridine, 0 deg C, 30 min, 2) 0 deg C, 2 h; room temperature, 12 h

With sodium tetrahydroborate; p-toluenesulfonyl chloride; toluene-4-sulfonic acid; In tetrahydrofuran;

DOI:10.1021/jo00190a002

Reference yield:

Ethylene Glycol Ketal of 3-Acetyl-1,5,8-trihydroxytetralin (90623-77-1) → Ethylene Glycol Ketal of cis-3-Acetyl-5-((o-methoxybenzoyl)oxy)-1,8-dihydroxytetralin 1,8-Acetonide (90623-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 68.6 percent / p-toluenesulfonic acid / 8 h / Ambient temperature

2: 1) p-toluenesulfonyl chloride / 1) pyridine, 0 deg C, 30 min, 2) 0 deg C, 2 h; room temperature, 12 h

With p-toluenesulfonyl chloride; toluene-4-sulfonic acid;

DOI:10.1021/jo00190a002

Reference yield:

Ethylene Glycol Ketal of cis-3-Acetyl-1,5,8-trihydroxytetralin 1,8-Acetonide (90623-79-3) + 2-Methoxybenzoic acid (579-75-9) → Ethylene Glycol Ketal of cis-3-Acetyl-5-((o-methoxybenzoyl)oxy)-1,8-dihydroxytetralin 1,8-Acetonide (90623-80-6)

Guidance literature:

With p-toluenesulfonyl chloride; Yield given. Multistep reaction; 1) pyridine, 0 deg C, 30 min, 2) 0 deg C, 2 h; room temperature, 12 h;

DOI:10.1021/jo00190a002

upstream raw materials:

Ethylene Glycol Ketal of cis-3-Acetyl-1,5,8-trihydroxytetralin 1,8-Acetonide

2-Methoxybenzoic acid

3-Ethylene Glycol Ketal of 3-Acetyl-5,8-dihydroxy-1-tetralone

Ethylene Glycol Ketal of 3-Acetyl-1,5,8-trihydroxytetralin

Downstream raw materials:

Ethylene Glycol Ketal of cis-3-Acetyl-1,5,8-trihydroxytetralin 1,8-Acetonide

Ethylene Glycol Ketal of cis-3-Acetyl-5-(o-methoxyphenyl)-1,8-dihydroxytetralin 1,8-Acetonide

Ethylene Glycol Ketal of cis-3-Acetyl-6-(o-methoxybenzoyl)-1,5,8-trihydroxytetralin 1,8-Acetonide