N-(4-(tert-butyldimethylsilyloxy)but-2-ynyl)-N-(2-cyclopropylideneethyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-(4-(tert-butyldimethylsilyloxy)but-2-ynyl)-N-(2-cyclopropylideneethyl)-4-methylbenzenesulfonamide
• CAS No.: 1262899-39-7
• Molecular Formula: C₂₂H₃₃NO₃SSi
• Molecular Weight: 419.66
• Mol file: 1262899-39-7.mol

Synonyms:N-(4-(tert-butyldimethylsilyloxy)but-2-ynyl)-N-(2-cyclopropylideneethyl)-4-methylbenzenesulfonamide

Chemical Property of N-(4-(tert-butyldimethylsilyloxy)but-2-ynyl)-N-(2-cyclopropylideneethyl)-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-(tert-butyldimethylsilyloxy)but-2-ynyl)-N-(2-cyclopropylideneethyl)-4-methylbenzenesulfonamide

There total 1 articles about N-(4-(tert-butyldimethylsilyloxy)but-2-ynyl)-N-(2-cyclopropylideneethyl)-4-methylbenzenesulfonamide 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: 65.0%

4-(tert-butyldimethylsilyloxy)-2-butyn-1-ol (86120-46-9) + N-(2-cyclopropylideneethyl)-4-methylbenzenesulfonamide (136964-36-8) → N-(4-(tert-butyldimethylsilyloxy)but-2-ynyl)-N-(2-cyclopropylideneethyl)-4-methylbenzenesulfonamide (1262899-39-7)

Guidance literature:

With diisopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 23 ℃; Inert atmosphere;

DOI:10.1002/anie.201004438

Reference yield: 96.0%

PVS (5535-48-8) + N-(4-(tert-butyldimethylsilyloxy)but-2-ynyl)-N-(2-cyclopropylideneethyl)-4-methylbenzenesulfonamide (1262899-39-7) → 9-(((tert-butyldimethylsilyl)oxy)methyl)-7-(phenylsulfonyl)-2-tosyl-2,3,5,6,7,8-hexahydro-1H-cyclohepta[c]pyridine (1262899-53-5)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In toluene; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201004438

Reference yield: 69.0%

N-(4-(tert-butyldimethylsilyloxy)but-2-ynyl)-N-(2-cyclopropylideneethyl)-4-methylbenzenesulfonamide (1262899-39-7) + methyl vinyl ketone (78-94-4,25038-87-3) → 1-(9-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-2,3,5,6,7,8-hexahydro-1H-cyclohepta[c]pyridin-7-yl)ethanone (1262899-51-3)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In toluene; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201004438

upstream raw materials:

4-(tert-butyldimethylsilyloxy)-2-butyn-1-ol

N-(2-cyclopropylideneethyl)-4-methylbenzenesulfonamide

Downstream raw materials:

9-(((tert-butyldimethylsilyl)oxy)methyl)-7-(phenylsulfonyl)-2-tosyl-2,3,5,6,7,8-hexahydro-1H-cyclohepta[c]pyridine

1-(9-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-2,3,5,6,7,8-hexahydro-1H-cyclohepta[c]pyridin-7-yl)ethanone

ethyl 9-(((tert-butyldimethylsilyl)oxy)methyl)-2-tosyl-2,3,5,6,7,8-hexahydro-1H-cyclohepta[c]pyridine-7-carboxylate