4-(4-methoxy-benzenesulfinyl)-3-trimethylsilanylethynylbenzoic acid tert-butyl ester

Base Information

Chemical Name:4-(4-methoxy-benzenesulfinyl)-3-trimethylsilanylethynylbenzoic acid tert-butyl ester
CAS No.:1044572-88-4
Molecular Formula:C₂₃H₂₈O₄SSi
Molecular Weight:428.624
Hs Code.:

Synonyms:4-(4-methoxy-benzenesulfinyl)-3-trimethylsilanylethynylbenzoic acid tert-butyl ester

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Chemical Property of 4-(4-methoxy-benzenesulfinyl)-3-trimethylsilanylethynylbenzoic acid tert-butyl ester

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Technology Process of 4-(4-methoxy-benzenesulfinyl)-3-trimethylsilanylethynylbenzoic acid tert-butyl ester

There total 4 articles about 4-(4-methoxy-benzenesulfinyl)-3-trimethylsilanylethynylbenzoic acid tert-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: 68.0%

: 1044572-77-1
tert-butyl 4-[(4-methoxyphenyl)sulfinyl]benzoate

: 1066-54-2
trimethylsilylacetylene

: 1044572-88-4
4-(4-methoxy-benzenesulfinyl)-3-trimethylsilanylethynylbenzoic acid tert-butyl ester

Guidance literature:: tert-butyl 4-[(4-methoxyphenyl)sulfinyl]benzoate; With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran; at -30 ℃; for 0.333333h; Inert atmosphere;

With TurboGrignard; iodine; In tetrahydrofuran; at -30 - 25 ℃; Inert atmosphere;

trimethylsilylacetylene; Further stages;
DOI:10.1055/s-0028-1087984

Reference yield:

: C₁₈H₁₉IO₄S

: 1066-54-2
trimethylsilylacetylene

: 1044572-88-4
4-(4-methoxy-benzenesulfinyl)-3-trimethylsilanylethynylbenzoic acid tert-butyl ester

Guidance literature:: trimethylsilylacetylene; With isopropyl magnesium chloride - lithium chloride complex; at 60 ℃; for 0.0833333h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; at 25 ℃; Inert atmosphere;

C₁₈H₁₉IO₄S; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃; for 2h; regioselective reaction; Inert atmosphere;
DOI:10.1021/ol801431z

Reference yield:

: 1044572-77-1
tert-butyl 4-[(4-methoxyphenyl)sulfinyl]benzoate

: 1044572-88-4
4-(4-methoxy-benzenesulfinyl)-3-trimethylsilanylethynylbenzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / -30 °C / Inert atmosphere

1.2: 25 °C / Inert atmosphere

2.1: isopropylmagnesium bromide / tetrahydrofuran / 0.08 h / 60 °C / Inert atmosphere

2.2: 25 °C / Inert atmosphere

2.3: 2 h / 50 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; isopropylmagnesium bromide; In tetrahydrofuran;
DOI:10.1002/chem.201003657