toluene-4-sulfonic acid 3-(4-methyl-2-vinylphenyl)butyl ester

Base Information

Chemical Name:toluene-4-sulfonic acid 3-(4-methyl-2-vinylphenyl)butyl ester
CAS No.:652994-44-0
Molecular Formula:C₂₀H₂₄O₃S
Molecular Weight:344.475
Hs Code.:

Synonyms:toluene-4-sulfonic acid 3-(4-methyl-2-vinylphenyl)butyl ester

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Chemical Property of toluene-4-sulfonic acid 3-(4-methyl-2-vinylphenyl)butyl ester

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Technology Process of toluene-4-sulfonic acid 3-(4-methyl-2-vinylphenyl)butyl ester

There total 7 articles about toluene-4-sulfonic acid 3-(4-methyl-2-vinylphenyl)butyl 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: 90.7%

: 98-59-9
p-toluenesulfonyl chloride

: 652994-43-9
3-(4-methyl-2-vinylphenyl)butan-1-ol

: 652994-44-0
toluene-4-sulfonic acid 3-(4-methyl-2-vinylphenyl)butyl ester

Guidance literature:: With pyridine; at 0 - 22 ℃; for 3h;
DOI:10.1021/ja0305407

Reference yield:

: 71838-16-9
3-bromo-4-iodotoluene

: 652994-44-0
toluene-4-sulfonic acid 3-(4-methyl-2-vinylphenyl)butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 89.3 percent / 4 A molecular sieves; NaHCO₃; n-Bu₄NCl / Pd(OAc)2 / dimethylformamide / 4 h / 60 °C

2.1: 93.7 percent / (CuOTf)2*C₆H₆; chiral phosphine catalyst / toluene / 48 h / -15 °C

3.1: LDA / tetrahydrofuran; hexane / 2 h / -78 - -30 °C

4.1: O₃; pyridine / CH₂Cl₂; methanol / -78 °C

4.2: 0.747 g / Me₂S / CH₂Cl₂; methanol / 12 h / -78 - 22 °C

5.1: 90 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 4 h / -50 - 4 °C

6.1: 93.3 percent / Et₃N; PdCl₂(PPh₃)2 / dimethylformamide / 12 h / 90 °C / 36200.4 Torr

7.1: 90.7 percent / pyridine / 3 h / 0 - 22 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; lithium aluminium tetrahydride; copper(I) trifluoromethanesulfonate benzene; 4 A molecular sieve; chiral phosphine catalyst; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; ozone; triethylamine; lithium diisopropyl amide; palladium diacetate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Heck coupling;
DOI:10.1021/ja0305407

Reference yield:

: 652994-20-2
(E)-4-(2-bromo-4-methylphenyl)but-3-en-2-one

: 652994-44-0
toluene-4-sulfonic acid 3-(4-methyl-2-vinylphenyl)butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93.7 percent / (CuOTf)2*C₆H₆; chiral phosphine catalyst / toluene / 48 h / -15 °C

2.1: LDA / tetrahydrofuran; hexane / 2 h / -78 - -30 °C

3.1: O₃; pyridine / CH₂Cl₂; methanol / -78 °C

3.2: 0.747 g / Me₂S / CH₂Cl₂; methanol / 12 h / -78 - 22 °C

4.1: 90 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 4 h / -50 - 4 °C

5.1: 93.3 percent / Et₃N; PdCl₂(PPh₃)2 / dimethylformamide / 12 h / 90 °C / 36200.4 Torr

6.1: 90.7 percent / pyridine / 3 h / 0 - 22 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; lithium aluminium tetrahydride; copper(I) trifluoromethanesulfonate benzene; chiral phosphine catalyst; ozone; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0305407