Toluene-4-sulfonic acid 1-((2S,4R)-4-methyl-tricyclo[12.2.2.2^5,8]icosa-1⁽¹⁷⁾,5,7,14⁽¹⁸⁾,15,19-hexaen-2-yl)-ethyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid 1-((2S,4R)-4-methyl-tricyclo[12.2.2.2^5,8]icosa-1⁽¹⁷⁾,5,7,14⁽¹⁸⁾,15,19-hexaen-2-yl)-ethyl ester
• CAS No.: 101472-42-8
• Molecular Formula: C₃₀H₃₆O₃S
• Molecular Weight: 476.68

Synonyms:Toluene-4-sulfonic acid 1-((2S,4R)-4-methyl-tricyclo[12.2.2.2^5,8]icosa-1⁽¹⁷⁾,5,7,14⁽¹⁸⁾,15,19-hexaen-2-yl)-ethyl ester

Chemical Property of Toluene-4-sulfonic acid 1-((2S,4R)-4-methyl-tricyclo[12.2.2.2^5,8]icosa-1⁽¹⁷⁾,5,7,14⁽¹⁸⁾,15,19-hexaen-2-yl)-ethyl ester

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Technology Process of Toluene-4-sulfonic acid 1-((2S,4R)-4-methyl-tricyclo[12.2.2.2^5,8]icosa-1⁽¹⁷⁾,5,7,14⁽¹⁸⁾,15,19-hexaen-2-yl)-ethyl ester

There total 4 articles about Toluene-4-sulfonic acid 1-((2S,4R)-4-methyl-tricyclo[12.2.2.2^5,8]icosa-1⁽¹⁷⁾,5,7,14⁽¹⁸⁾,15,19-hexaen-2-yl)-ethyl 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: 100.0%

cis-1-(1-hydroxyethyl)-3-methyl<3.5>paracyclophane (101472-34-8) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid 1-((2S,4R)-4-methyl-tricyclo[12.2.2.25,8]icosa-1(17),5,7,14(18),15,19-hexaen-2-yl)-ethyl ester (101472-42-8)

Guidance literature:

With pyridine; at 0 - 25 ℃;

DOI:10.1021/jo00360a034

Reference yield:

1,5-bis-(4-vinyl-phenyl)-pentane (79541-69-8) → Toluene-4-sulfonic acid 1-((2S,4R)-4-methyl-tricyclo[12.2.2.25,8]icosa-1(17),5,7,14(18),15,19-hexaen-2-yl)-ethyl ester (101472-42-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 26 percent / CF₃SO₃H / hexane / 0.33 h / 50 °C

3: 86 percent / diethyl ether

4: 100 percent / pyridine / 0 - 25 °C

With pyridine; trifluorormethanesulfonic acid; In diethyl ether; hexane;

DOI:10.1021/jo00360a034

Reference yield:

2-Methyl-4-((E)-2-phenyl-propenyl)-tricyclo[12.2.2.25,8]icosa-1(17),5,7,14(18),15,19-hexaene (101472-22-4) → Toluene-4-sulfonic acid 1-((2S,4R)-4-methyl-tricyclo[12.2.2.25,8]icosa-1(17),5,7,14(18),15,19-hexaen-2-yl)-ethyl ester (101472-42-8)

Guidance literature:

Multi-step reaction with 3 steps

2: 86 percent / diethyl ether

3: 100 percent / pyridine / 0 - 25 °C

With pyridine; In diethyl ether;

DOI:10.1021/jo00360a034

upstream raw materials:

cis-1-(1-hydroxyethyl)-3-methyl<3.5>paracyclophane

p-toluenesulfonyl chloride

1,5-bis-(4-vinyl-phenyl)-pentane

2-Methyl-4-((E)-2-phenyl-propenyl)-tricyclo[12.2.2.2^5,8]icosa-1⁽¹⁷⁾,5,7,14⁽¹⁸⁾,15,19-hexaene

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