2-(3-(tert-butyldimethylsilyloxy)prop-1-yn-1-yl)-2-methyl-1-tosylaziridine

Base Information

• Chemical Name: 2-(3-(tert-butyldimethylsilyloxy)prop-1-yn-1-yl)-2-methyl-1-tosylaziridine
• CAS No.: 1584209-01-7
• Molecular Formula: C₁₉H₂₉NO₃SSi
• Molecular Weight: 379.596
• Mol file: 1584209-01-7.mol

Synonyms:2-(3-(tert-butyldimethylsilyloxy)prop-1-yn-1-yl)-2-methyl-1-tosylaziridine

Chemical Property of 2-(3-(tert-butyldimethylsilyloxy)prop-1-yn-1-yl)-2-methyl-1-tosylaziridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-(tert-butyldimethylsilyloxy)prop-1-yn-1-yl)-2-methyl-1-tosylaziridine

There total 4 articles about 2-(3-(tert-butyldimethylsilyloxy)prop-1-yn-1-yl)-2-methyl-1-tosylaziridine 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:

[N-(p-tolylsulfonyl)imino]phenyliodinane (55962-05-5) + tert-butyldimethyl(4-methylpent-4-en-2-ynyloxy)silane (1584206-86-9) → 2-(3-(tert-butyldimethylsilyloxy)prop-1-yn-1-yl)-2-methyl-1-tosylaziridine (1584209-01-7)

Guidance literature:

With tetrakis(acetonitrile)copper(I) perchlorate; In acetonitrile; for 0.25h; Inert atmosphere;

DOI:10.1016/j.tet.2013.11.084

Reference yield:

toluene-4-sulfonamide (70-55-3) → 2-(3-(tert-butyldimethylsilyloxy)prop-1-yn-1-yl)-2-methyl-1-tosylaziridine (1584209-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / methanol / 10 °C

1.2: 3 h / 10 - 20 °C

2.1: tetrakis(acetonitrile)copper(I) perchlorate / acetonitrile / 0.25 h / Inert atmosphere

With tetrakis(acetonitrile)copper(I) perchlorate; potassium hydroxide; In methanol; acetonitrile;

DOI:10.1016/j.tet.2013.11.084

Reference yield:

2-methylbut-1-en-3-yne (78-80-8) → 2-(3-(tert-butyldimethylsilyloxy)prop-1-yn-1-yl)-2-methyl-1-tosylaziridine (1584209-01-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 - -20 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 20 °C

3.1: tetrakis(acetonitrile)copper(I) perchlorate / acetonitrile / 0.25 h / Inert atmosphere

With 1H-imidazole; n-butyllithium; tetrakis(acetonitrile)copper(I) perchlorate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2013.11.084

upstream raw materials:

toluene-4-sulfonamide

2-methylbut-1-en-3-yne

[N-(p-tolylsulfonyl)imino]phenyliodinane

tert-butyldimethyl(4-methylpent-4-en-2-ynyloxy)silane

Downstream raw materials:

9-benzyl-4',5-dimethyl-1',2-ditosyl-1,1',2,3,5',9-hexahydro-spiro[pyrido[3,4-b]indole-4,2'-pyrrole]

9-benzyl-4',6-dimethyl-1',2-ditosyl-1,1',2,3,5',9-hexahydro-spiro[pyrido[3,4-b]indole-4,2'-pyrrole]

9-benzyl-4',7-dimethyl-1',2-ditosyl-1,1',2,3,5',9-hexahydro-spiro[pyrido[3,4-b]indole-4,2'-pyrrole]

9-benzyl-4',8-dimethyl-1',2-ditosyl-1,1',2,3,5',9-hexahydro-spiro[pyrido[3,4-b]indole-4,2'-pyrrole]