(R)-2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)-2-hydroxyethyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(R)-2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)-2-hydroxyethyl 4-methylbenzenesulfonate
CAS No.:1435896-51-7
Molecular Formula:C₂₂H₃₂O₆SSi
Molecular Weight:452.644
Hs Code.:

Synonyms:(R)-2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)-2-hydroxyethyl 4-methylbenzenesulfonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)-2-hydroxyethyl 4-methylbenzenesulfonate

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Technology Process of (R)-2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)-2-hydroxyethyl 4-methylbenzenesulfonate

There total 5 articles about (R)-2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)-2-hydroxyethyl 4-methylbenzenesulfonate 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%

: 1435896-50-6
(R)-1-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)ethane-1,2-diol

: 98-59-9
p-toluenesulfonyl chloride

: 1435896-51-7
(R)-2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)-2-hydroxyethyl 4-methylbenzenesulfonate

Guidance literature:: With pyridine; In dichloromethane; at 25 ℃; for 8h; Inert atmosphere;
DOI:10.1002/chir.22108

Reference yield:

: 69404-94-0
O-tert-butyldimethylsilylvanillin

: 1435896-51-7
(R)-2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)-2-hydroxyethyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / Inert atmosphere

1.2: 12 h / -78 - 25 °C / Inert atmosphere

2.1: AD-mix-α / tert-butyl alcohol; water / 1.67 h / 0 - 25 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 8 h / 25 °C / Inert atmosphere

With pyridine; AD-mix-α; potassium tert-butylate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination / 2.1: |Sharpless Dihydroxylation;
DOI:10.1002/chir.22108

Reference yield:

: 121-33-5,8014-42-4
vanillin

: 1435896-51-7
(R)-2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)-2-hydroxyethyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 0 - 25 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / Inert atmosphere

2.2: 12 h / -78 - 25 °C / Inert atmosphere

3.1: AD-mix-α / tert-butyl alcohol; water / 1.67 h / 0 - 25 °C / Inert atmosphere

4.1: pyridine / dichloromethane / 8 h / 25 °C / Inert atmosphere

With pyridine; 1H-imidazole; AD-mix-α; potassium tert-butylate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination / 3.1: |Sharpless Dihydroxylation;
DOI:10.1002/chir.22108