(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(tosyl)methyl diisopropylcarbamate

Base Information

Chemical Name:(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(tosyl)methyl diisopropylcarbamate
CAS No.:1443780-16-2
Molecular Formula:C₂₆H₄₅NO₆SSi
Molecular Weight:527.798
Hs Code.:

Synonyms:(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(tosyl)methyl diisopropylcarbamate

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Chemical Property of (5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(tosyl)methyl diisopropylcarbamate

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Technology Process of (5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(tosyl)methyl diisopropylcarbamate

There total 5 articles about (5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(tosyl)methyl diisopropylcarbamate 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: 85.0%

: 1443780-15-1
3-(tert-butyldimethylsilyl)-2,3-dihydroxy-1-tosylpropyl diisopropylcarbamate

: 77-76-9
2,2-dimethoxy-propane

: 1443780-16-2
(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(tosyl)methyl diisopropylcarbamate

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2013.05.043

Reference yield:

: 1443780-03-7
(E)-3-(tert-butyldimethylsilyl)allyl diisopropylcarbamate

: 1443780-16-2
(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(tosyl)methyl diisopropylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / hexane; tetrahydrofuran / 0.17 h / -80 °C

1.2: 0.17 h / -80 °C

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetonitrile; acetone; water / 1.33 h / 20 °C

3.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C

With osmium(VIII) oxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/j.tet.2013.05.043

Reference yield:

: 19009-39-3
N,N-diisopropylcarbamoyl chloride

: 1443780-16-2
(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)(tosyl)methyl diisopropylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran / 0.17 h / -80 °C

1.2: 0.42 h / -80 - 0 °C

2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / hexane; tetrahydrofuran / 0.17 h / -80 °C

2.2: 0.17 h / -80 °C

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetonitrile; acetone; water / 1.33 h / 20 °C

4.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C

With osmium(VIII) oxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium hexamethylsilazane; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/j.tet.2013.05.043