(E)-3-(tert-butyldimethylsilyl)-1-tosylallyl diisopropylcarbamate

Base Information

• Chemical Name: (E)-3-(tert-butyldimethylsilyl)-1-tosylallyl diisopropylcarbamate
• CAS No.: 1443780-14-0
• Molecular Formula: C₂₃H₃₉NO₄SSi
• Molecular Weight: 453.718
• Mol file: 1443780-14-0.mol

Synonyms:(E)-3-(tert-butyldimethylsilyl)-1-tosylallyl diisopropylcarbamate

Chemical Property of (E)-3-(tert-butyldimethylsilyl)-1-tosylallyl diisopropylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(tert-butyldimethylsilyl)-1-tosylallyl diisopropylcarbamate

There total 3 articles about (E)-3-(tert-butyldimethylsilyl)-1-tosylallyl 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: 76.0%

p-toluenesulfonyl fluoride (455-16-3) + (E)-3-(tert-butyldimethylsilyl)allyl diisopropylcarbamate (1443780-03-7) → (E)-3-(tert-butyldimethylsilyl)-1-tosylallyl diisopropylcarbamate (1443780-14-0)

Guidance literature:

(E)-3-(tert-butyldimethylsilyl)allyl diisopropylcarbamate; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -80 ℃; for 0.166667h;

p-toluenesulfonyl fluoride; In tetrahydrofuran; hexane; at -80 ℃; for 0.166667h;

DOI:10.1016/j.tet.2013.05.043

Reference yield:

N,N-diisopropylcarbamoyl chloride (19009-39-3) → (E)-3-(tert-butyldimethylsilyl)-1-tosylallyl diisopropylcarbamate (1443780-14-0)

Guidance literature:

Multi-step reaction with 2 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

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium hexamethylsilazane; In tetrahydrofuran; hexane;

DOI:10.1016/j.tet.2013.05.043

Reference yield:

(E)-3-[(tert-butyl)dimethylsilyl]prop-2-en-1-ol (122539-65-5) → (E)-3-(tert-butyldimethylsilyl)-1-tosylallyl diisopropylcarbamate (1443780-14-0)

Guidance literature:

Multi-step reaction with 2 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

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium hexamethylsilazane; In tetrahydrofuran; hexane;

DOI:10.1016/j.tet.2013.05.043

upstream raw materials:

p-toluenesulfonyl fluoride

(E)-3-(tert-butyldimethylsilyl)allyl diisopropylcarbamate

N,N-diisopropylcarbamoyl chloride

(E)-3-[(tert-butyl)dimethylsilyl]prop-2-en-1-ol

Downstream raw materials:

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

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

C₂₃H₃₉NO₅SSi