toluene-4-sulfonic acid 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-4-oxo-butyl)-phenyl ester

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Chemical Name:toluene-4-sulfonic acid 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-4-oxo-butyl)-phenyl ester
CAS No.:846543-38-2
Molecular Formula:C₂₂H₂₈O₇S
Molecular Weight:436.526
Hs Code.:

Synonyms:toluene-4-sulfonic acid 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-4-oxo-butyl)-phenyl ester

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Chemical Property of toluene-4-sulfonic acid 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-4-oxo-butyl)-phenyl ester

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Technology Process of toluene-4-sulfonic acid 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-4-oxo-butyl)-phenyl ester

There total 8 articles about toluene-4-sulfonic acid 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-4-oxo-butyl)-phenyl 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: 82.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 846543-37-1
toluene-4-sulfonic acid 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-allyl)-phenyl ester

: 846543-38-2
toluene-4-sulfonic acid 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-4-oxo-butyl)-phenyl ester

Guidance literature:: With hydrogen; Rh(acac)(CO)2; In toluene; at 60 ℃;

Reference yield:

: 498-00-0
4-hydroxymethyl-2-methoxyphenol

: 846543-38-2
toluene-4-sulfonic acid 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-4-oxo-butyl)-phenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 100 percent / tosyl acid / 20 °C

2.1: BuLi / tetrahydrofuran / -15 - 0 °C

2.2: tetrahydrofuran / -10 °C

3.1: DDQ / CH₂Cl₂; H₂O / 20 °C

4.1: K₂CO₃ / acetone / Heating

4.2: 81 percent / 185 °C

5.1: 98 percent / DIEA / CH₂Cl₂ / 20 °C

6.1: m-CPBA / CH₂Cl₂ / 0 °C

6.2: 96 percent / Et₃N / CH₂Cl₂; methanol / 20 °C

7.1: 91 percent / Et₃N / CH₂Cl₂ / 20 °C

8.1: 82 percent / Billig ligand; H₂; Rh(CO)2(acac) / toluene / 60 °C

With acetylacetonatodicarbonylrhodium(l); n-butyllithium; Billig ligand; hydrogen; potassium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; acetone; toluene; 4.2: Claisen rearrangement / 6.1: Baeyer-Villiger oxidation;
DOI:10.1016/j.tetlet.2004.11.148

Reference yield:

: 18102-32-4
4-hydroxy-3-methoxy-2-methylbenzaldehyde

: 846543-38-2
toluene-4-sulfonic acid 3-methoxy-4-methoxymethoxy-2-methyl-5-(1-methyl-4-oxo-butyl)-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: K₂CO₃ / acetone / Heating

1.2: 81 percent / 185 °C

2.1: 98 percent / DIEA / CH₂Cl₂ / 20 °C

3.1: m-CPBA / CH₂Cl₂ / 0 °C

3.2: 96 percent / Et₃N / CH₂Cl₂; methanol / 20 °C

4.1: 91 percent / Et₃N / CH₂Cl₂ / 20 °C

5.1: 82 percent / Billig ligand; H₂; Rh(CO)2(acac) / toluene / 60 °C

With acetylacetonatodicarbonylrhodium(l); Billig ligand; hydrogen; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetone; toluene; 1.2: Claisen rearrangement / 3.1: Baeyer-Villiger oxidation;
DOI:10.1016/j.tetlet.2004.11.148