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

Base Information

• Chemical Name: Toluene-4-sulfonic acid (S)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester
• CAS No.: 202122-47-2
• Molecular Formula: C₁₇H₂₆O₅S
• Molecular Weight: 342.456
• Mol file: 202122-47-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

(2R,3S)-3,7-dimethyl-6-octene-1,2-diol (156633-81-7) → Toluene-4-sulfonic acid (S)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester (202122-47-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: H₂SO₄ / acetone / 0.5 h / 0 °C

2.1: O₃ / CH₂Cl₂ / 2 h / -78 °C

2.2: 90 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

3.1: pyridine / 6 h / -10 - 20 °C

With pyridine; sulfuric acid; ozone; In dichloromethane; acetone;

DOI:10.1002/1521-3765(20020816)8:16<3717::AID-CHEM3717>3.0.CO;2-G

Reference yield:

(R)-4-((S)-1,5-Dimethyl-hex-4-enyl)-2,2-dimethyl-[1,3]dioxolane (202122-35-8) → Toluene-4-sulfonic acid (S)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester (202122-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: O₃ / CH₂Cl₂ / 2 h / -78 °C

1.2: 90 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

2.1: pyridine / 6 h / -10 - 20 °C

With pyridine; ozone; In dichloromethane;

DOI:10.1002/1521-3765(20020816)8:16<3717::AID-CHEM3717>3.0.CO;2-G

Reference yield:

p-toluenesulfonyl chloride (98-59-9) + (S)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-pentan-1-ol (202122-37-0) → Toluene-4-sulfonic acid (S)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester (202122-47-2)

Guidance literature:

With pyridine; for 6h; -10 deg C to rt;

DOI:10.1055/s-1997-1076

upstream raw materials:

p-toluenesulfonyl chloride

(S)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-pentan-1-ol

(2S,3R)-3,7-dimethyl-2,3-epoxy-6-octen-1-ol

(2R,3S)-3,7-dimethyl-6-octene-1,2-diol

Downstream raw materials:

(2R,3S,10S,5Z)-2-benzyloxy-10-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]undec-5-en-3-ol

(2R,3S,10S)-2-benzyloxy-10-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]undec-5-yn-3-ol