(4R,5S)-4-Ethyl-2,2-dimethyl-5-((S)-toluene-4-sulfinylmethyl)-[1,3]dioxolane

Base Information

• Chemical Name: (4R,5S)-4-Ethyl-2,2-dimethyl-5-((S)-toluene-4-sulfinylmethyl)-[1,3]dioxolane
• CAS No.: 633317-87-0
• Molecular Formula: C₁₅H₂₂O₃S
• Molecular Weight: 282.404
• Mol file: 633317-87-0.mol

Synonyms:(4R,5S)-4-Ethyl-2,2-dimethyl-5-((S)-toluene-4-sulfinylmethyl)-[1,3]dioxolane

Chemical Property of (4R,5S)-4-Ethyl-2,2-dimethyl-5-((S)-toluene-4-sulfinylmethyl)-[1,3]dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (4R,5S)-4-Ethyl-2,2-dimethyl-5-((S)-toluene-4-sulfinylmethyl)-[1,3]dioxolane

There total 1 articles about (4R,5S)-4-Ethyl-2,2-dimethyl-5-((S)-toluene-4-sulfinylmethyl)-[1,3]dioxolane 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: 92.0%

2,2-dimethoxy-propane (77-76-9) + (2S,3R)-1-((S)-Toluene-4-sulfinyl)-pentane-2,3-diol (633317-86-9) → (4R,5S)-4-Ethyl-2,2-dimethyl-5-((S)-toluene-4-sulfinylmethyl)-[1,3]dioxolane (633317-87-0)

Guidance literature:

With camphor-10-sulfonic acid; In acetone; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2003.09.082

Reference yield:

trifluoroacetic anhydride (407-25-0) + (4R,5S)-4-Ethyl-2,2-dimethyl-5-((S)-toluene-4-sulfinylmethyl)-[1,3]dioxolane (633317-87-0) → Trifluoro-acetic acid ((4S,5R)-5-ethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-p-tolylsulfanyl-methyl ester (633317-88-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2003.09.082

Reference yield:

(4R,5S)-4-Ethyl-2,2-dimethyl-5-((S)-toluene-4-sulfinylmethyl)-[1,3]dioxolane (633317-87-0) → (4S,5R)-5-Ethyl-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde (137553-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂ / 0.25 h / 0 °C

2: aq. NaHCO₃ / CH₂Cl₂ / 0.25 h / 0 - 20 °C

With sodium hydrogencarbonate; triethylamine; In dichloromethane;

DOI:10.1016/j.tetlet.2003.09.082

upstream raw materials:

2,2-dimethoxy-propane

(2S,3R)-1-((S)-Toluene-4-sulfinyl)-pentane-2,3-diol

Downstream raw materials:

Trifluoro-acetic acid ((4S,5R)-5-ethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-p-tolylsulfanyl-methyl ester

(4S,5R)-5-Ethyl-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde