1-(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxy-2-phenylethyl diisopropylcarbamate

Base Information

Chemical Name:1-(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxy-2-phenylethyl diisopropylcarbamate
CAS No.:1443780-07-1
Molecular Formula:C₂₆H₄₅NO₅Si
Molecular Weight:479.733
Hs Code.:

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

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

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

There total 5 articles about 1-(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxy-2-phenylethyl 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: 92.0%

: 1443780-06-0
4-(tert-butyldimethylsilyl)-1,3,4-trihydroxy-1-phenylbutan-2-yl diisopropylcarbamate

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

: 1443780-07-1
1-(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxy-2-phenylethyl 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

: 1443780-07-1
1-(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxy-2-phenylethyl diisopropylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / hexane; tetrahydrofuran / 0.08 h / -80 °C

1.2: 0 h / -80 °C

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetonitrile; acetone / 3 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; acetone; acetonitrile;
DOI:10.1016/j.tet.2013.05.043

Reference yield:

: (E)-4-(tert-butyldimethylsilyl)-1-hydroxy-1-phenylbut-3-en-2-yl diisopropylcarbamate

: 1443780-07-1
1-(5-(tert-butyldimethylsilyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxy-2-phenylethyl diisopropylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetonitrile; acetone / 3 h / 20 °C

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

With osmium(VIII) oxide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In dichloromethane; acetone; acetonitrile;
DOI:10.1016/j.tet.2013.05.043