Toluene-4-sulfonic acid 3-(2-iodo-5-methoxy-4-methyl-phenyl)-propyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid 3-(2-iodo-5-methoxy-4-methyl-phenyl)-propyl ester
CAS No.:168132-20-5
Molecular Formula:C₁₈H₂₁IO₄S
Molecular Weight:460.333
Hs Code.:

Synonyms:Toluene-4-sulfonic acid 3-(2-iodo-5-methoxy-4-methyl-phenyl)-propyl ester

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Chemical Property of Toluene-4-sulfonic acid 3-(2-iodo-5-methoxy-4-methyl-phenyl)-propyl ester

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Technology Process of Toluene-4-sulfonic acid 3-(2-iodo-5-methoxy-4-methyl-phenyl)-propyl ester

There total 6 articles about Toluene-4-sulfonic acid 3-(2-iodo-5-methoxy-4-methyl-phenyl)-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: 95.0%

: 98-59-9
p-toluenesulfonyl chloride

: 168132-19-2
3-(2-Iodo-5-methoxy-4-methylphenyl)propan-1-ol

: 168132-20-5
Toluene-4-sulfonic acid 3-(2-iodo-5-methoxy-4-methyl-phenyl)-propyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1002/jlac.199619961207

Reference yield:

: 7252-82-6
3-(3-methoxyphenyl)propan-1-ol

: 168132-20-5
Toluene-4-sulfonic acid 3-(2-iodo-5-methoxy-4-methyl-phenyl)-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / imidazole / CH₂Cl₂ / 3 h / Ambient temperature

2: t-BuLi, 4 Angstroem molecular sieves / tetrahydrofuran; hexane / 1.) 0 deg C, 4 h, 2.) r.t., 4 h

3: TBAF*3H₂O / tetrahydrofuran / 3 h / Ambient temperature

4: 91 percent / I₂, aq. HIO₃ / methanol / 28 h / Heating

5: 95 percent / NEt₃, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; dmap; 4 A molecular sieve; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; iodic acid; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1002/jlac.199619961207

Reference yield:

: 6099-04-3,17570-26-2
3-methoxycinnamic acid

: 168132-20-5
Toluene-4-sulfonic acid 3-(2-iodo-5-methoxy-4-methyl-phenyl)-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: LiAlH₄

2: 100 percent / imidazole / CH₂Cl₂ / 3 h / Ambient temperature

3: t-BuLi, 4 Angstroem molecular sieves / tetrahydrofuran; hexane / 1.) 0 deg C, 4 h, 2.) r.t., 4 h

4: TBAF*3H₂O / tetrahydrofuran / 3 h / Ambient temperature

5: 91 percent / I₂, aq. HIO₃ / methanol / 28 h / Heating

6: 95 percent / NEt₃, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; dmap; lithium aluminium tetrahydride; 4 A molecular sieve; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; iodic acid; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1002/jlac.199619961207