Toluene-4-sulfonic acid 2-((2S,4R,5S)-2,5-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid 2-((2S,4R,5S)-2,5-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenyl ester
• CAS No.: 758695-37-3
• Molecular Formula: C₁₉H₂₂O₆S
• Molecular Weight: 378.446

Synonyms:Toluene-4-sulfonic acid 2-((2S,4R,5S)-2,5-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenyl ester

Chemical Property of Toluene-4-sulfonic acid 2-((2S,4R,5S)-2,5-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of Toluene-4-sulfonic acid 2-((2S,4R,5S)-2,5-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenyl ester

There total 4 articles about Toluene-4-sulfonic acid 2-((2S,4R,5S)-2,5-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenyl 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:

p-toluenesulfonyl chloride (98-59-9) + 2-((2S,4R,5S)-2,5-Dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenol (714962-20-6) → Toluene-4-sulfonic acid 2-((2S,4R,5S)-2,5-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenyl ester (758695-37-3)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 7h;

DOI:10.1016/j.tetlet.2004.06.065

Reference yield:

(2S,1'R/S)-2-(1'-Ethoxyethoxy)propanal (184110-36-9) → Toluene-4-sulfonic acid 2-((2S,4R,5S)-2,5-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenyl ester (758695-37-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Me₂CHMgCl / CH₂Cl₂ / 0.5 h / 0 °C

1.2: CH₂Cl₂ / 4.5 h / 20 - 40 °C / ultrasonication

2.1: camphorsulfonic acid; CH₃CH(OEt)2 / 0.5 h / 20 °C

3.1: K₂CO₃ / acetone / 7 h / 20 °C

With diethyl acetal; camphor-10-sulfonic acid; isopropylmagnesium chloride; potassium carbonate; In dichloromethane; acetone;

DOI:10.1016/j.tetlet.2004.06.065

Reference yield:

4-methoxy-phenol (150-76-5) → Toluene-4-sulfonic acid 2-((2S,4R,5S)-2,5-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenyl ester (758695-37-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Me₂CHMgCl / CH₂Cl₂ / 0.5 h / 0 °C

1.2: CH₂Cl₂ / 4.5 h / 20 - 40 °C / ultrasonication

2.1: camphorsulfonic acid; CH₃CH(OEt)2 / 0.5 h / 20 °C

3.1: K₂CO₃ / acetone / 7 h / 20 °C

With diethyl acetal; camphor-10-sulfonic acid; isopropylmagnesium chloride; potassium carbonate; In dichloromethane; acetone;

DOI:10.1016/j.tetlet.2004.06.065

upstream raw materials:

p-toluenesulfonyl chloride

2-((2S,4R,5S)-2,5-Dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenol

(2S,1'R/S)-2-(1'-Ethoxyethoxy)propanal

4-methoxy-phenol

Downstream raw materials:

(1S,3S,4R)-3,4-Dihydro-4,5-dihydroxy-1,3-dimethyl-8-methoxy-2-benzopyran

Toluene-4-sulfonic acid (1S,3S,4R)-4-hydroxy-8-methoxy-1,3-dimethyl-isochroman-5-yl ester

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