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

Base Information

• Chemical Name: Toluene-4-sulfonic acid (1R,3S,4S)-4-hydroxy-8-methoxy-1,3-dimethyl-isochroman-5-yl ester
• CAS No.: 714962-25-1
• Molecular Formula: C₁₉H₂₂O₆S
• Molecular Weight: 378.446

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

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

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

There total 8 articles about Toluene-4-sulfonic acid (1R,3S,4S)-4-hydroxy-8-methoxy-1,3-dimethyl-isochroman-5-yl 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: 44.0%

Toluene-4-sulfonic acid 2-((4S,5S)-2,5-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenyl ester (714962-24-0) → Toluene-4-sulfonic acid (1S,3S,4S)-4-hydroxy-8-methoxy-1,3-dimethyl-isochroman-5-yl ester (714962-26-2) + Toluene-4-sulfonic acid (1R,3S,4S)-4-hydroxy-8-methoxy-1,3-dimethyl-isochroman-5-yl ester (714962-25-1)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; for 1.5h;

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 (1R,3S,4S)-4-hydroxy-8-methoxy-1,3-dimethyl-isochroman-5-yl ester (714962-25-1)

Guidance literature:

Multi-step reaction with 5 steps

1: camphorsulfohic acid

2: 80 percent / hydrolysis

3: 44 percent / titanium(IV) chloride

With camphor-10-sulfonic acid; titanium tetrachloride;

DOI:10.1071/CH03286

Reference yield:

4-methoxy-phenol (150-76-5) → Toluene-4-sulfonic acid (1R,3S,4S)-4-hydroxy-8-methoxy-1,3-dimethyl-isochroman-5-yl ester (714962-25-1)

Guidance literature:

Multi-step reaction with 5 steps

1: camphorsulfohic acid

2: 80 percent / hydrolysis

3: 44 percent / titanium(IV) chloride

With camphor-10-sulfonic acid; titanium tetrachloride;

DOI:10.1071/CH03286

upstream raw materials:

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

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

4-methoxy-phenol

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

Downstream raw materials:

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

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