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

Base Information

• Chemical Name: Toluene-4-sulfonic acid 3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester
• CAS No.: 135027-61-1
• Molecular Formula: C₁₅H₂₂O₅S
• Molecular Weight: 314.403
• Mol file: 135027-61-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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

There total 10 articles about Toluene-4-sulfonic acid 3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl 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: 99.0%

(4S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol (51268-87-2) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid 3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester (135027-61-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 12h;

DOI:10.1021/jo0507993

Reference yield: 85.0%

2,2-dimethyl-4-(3-hydroxypropyl)-1,3-dioxolane (6318-30-5) + p-toluenesulfonyl chloride (98-59-9) → rac-2,2-dimethyl-4-(3'-hydroxypropyl)-1,3-dioxolan toluene-p-sulphonate (69380-64-9,87046-17-1,135027-61-1,135358-19-9)

Guidance literature:

With pyridine; 1.) 0 deg C, 2 h, 2.) -20 deg C, overnight;

DOI:10.1021/jo00381a021

Reference yield:

ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate (64520-58-7,917877-01-1) → Toluene-4-sulfonic acid 3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester (135027-61-1)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / Pd(OH)2/C / methanol / 2 h

2: 15.6 g / LAH / diethyl ether / 1 h / 0 °C

3: 99 percent / triethylamine / CH₂Cl₂ / 12 h / 0 °C

With lithium aluminium tetrahydride; hydrogen; triethylamine; palladium dihydroxide; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/jo0507993

upstream raw materials:

2,2-dimethyl-4-(3-hydroxypropyl)-1,3-dioxolane

p-toluenesulfonyl chloride

1,2,5-pentanetriol

1,2,5-triacetoxypentane

Downstream raw materials:

(6S)-6-pentyl-5,6-dihydro-2H-pyran-2-one

(S)-2-pentyloxirane

(2S)-heptane-1,2-diol

Toluene-4-sulfonic acid (S)-2-hydroxy-5-pyrrol-1-yl-pentyl ester