(S)-4-((tert-butyldimethylsilyl)oxy)-2-hydroxy-2-(hydroxymethyl)butyl 4-(dimethylamino)benzoate

Base Information

Chemical Name:(S)-4-((tert-butyldimethylsilyl)oxy)-2-hydroxy-2-(hydroxymethyl)butyl 4-(dimethylamino)benzoate
CAS No.:1613059-40-7
Molecular Formula:C₂₀H₃₅NO₅Si
Molecular Weight:397.587
Hs Code.:

Synonyms:(S)-4-((tert-butyldimethylsilyl)oxy)-2-hydroxy-2-(hydroxymethyl)butyl 4-(dimethylamino)benzoate

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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 (S)-4-((tert-butyldimethylsilyl)oxy)-2-hydroxy-2-(hydroxymethyl)butyl 4-(dimethylamino)benzoate

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Technology Process of (S)-4-((tert-butyldimethylsilyl)oxy)-2-hydroxy-2-(hydroxymethyl)butyl 4-(dimethylamino)benzoate

There total 6 articles about (S)-4-((tert-butyldimethylsilyl)oxy)-2-hydroxy-2-(hydroxymethyl)butyl 4-(dimethylamino)benzoate 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: 88.0%

: 1613059-57-6
4-((tert-butyldimethylsilyl)oxy)-2-methylenebutyl 4-(dimethylamino)benzoate

: 1613059-40-7
(S)-4-((tert-butyldimethylsilyl)oxy)-2-hydroxy-2-(hydroxymethyl)butyl 4-(dimethylamino)benzoate

Guidance literature:: With AD-mix β; In water; tert-butyl alcohol; at 0 ℃; enantioselective reaction; Inert atmosphere;
DOI:10.1039/c4ob00621f

Reference yield:

: 177606-52-9
tert-butyl((3-methylbut-3-en-1-yl)oxy)diphenylsilane

: 1613059-40-7
(S)-4-((tert-butyldimethylsilyl)oxy)-2-hydroxy-2-(hydroxymethyl)butyl 4-(dimethylamino)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: selenium(IV) oxide / Inert atmosphere

2.1: dmap; triethylamine; ethylene dichloride hydrochloride / dichloromethane / 0.5 h / 23 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: hydrogen fluoride / acetonitrile; water / 0 - 20 °C / Inert atmosphere

4.1: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

5.1: AD-mix β / water; tert-butyl alcohol / 0 °C / Inert atmosphere

With dmap; selenium(IV) oxide; ethylene dichloride hydrochloride; AD-mix β; hydrogen fluoride; triethylamine; In dichloromethane; water; acetonitrile; tert-butyl alcohol; 5.1: |Sharpless Dihydroxylation;
DOI:10.1039/c4ob00621f

Reference yield:

: 1613059-56-5
4-((tert-butyldiphenylsilyl)oxy)-2-methylenebutyl 4-(dimethylamino)benzoate

: 1613059-40-7
(S)-4-((tert-butyldimethylsilyl)oxy)-2-hydroxy-2-(hydroxymethyl)butyl 4-(dimethylamino)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen fluoride / acetonitrile; water / 0 - 20 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: AD-mix β / water; tert-butyl alcohol / 0 °C / Inert atmosphere

With dmap; AD-mix β; hydrogen fluoride; triethylamine; In dichloromethane; water; acetonitrile; tert-butyl alcohol; 3: |Sharpless Dihydroxylation;
DOI:10.1039/c4ob00621f