1-BENZYL-1-TOSYLMETHYL ISOCYANIDE

Base Information

• Chemical Name: 1-BENZYL-1-TOSYLMETHYL ISOCYANIDE
• CAS No.: 58379-86-5
• Molecular Formula: C16H15 N O2 S
• Molecular Weight: 285.367
• Mol file: 58379-86-5.mol

Synonyms:FD6056;2-phenyl-1-tosylethyl isocyanide;1-Benzyl-1-tosylmethylisocyanide;

Chemical Property of 1-BENZYL-1-TOSYLMETHYL ISOCYANIDE

Chemical Property:

• PSA: 42.52000
• LogP: 3.56830

Purity/Quality:

98%min ^*data from raw suppliers

1-BENZYL-1-TOSYLMETHYL ISOCYANIDE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-BENZYL-1-TOSYLMETHYL ISOCYANIDE

There total 6 articles about 1-BENZYL-1-TOSYLMETHYL ISOCYANIDE 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: 95.0%

[(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) + benzyl chloride (100-44-7) → 1-((1-isocyano-2-phenylethyl)sulfonyl)-4-methylbenzene (58379-86-5)

Guidance literature:

With potassium carbonate; 1-n-butyl-3-methylimidazolim bromide; at 20 ℃; for 10h;

DOI:10.1055/s-0028-1087547

Reference yield: 90.0%

[(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) + benzyl bromide (100-39-0) → 1-((1-isocyano-2-phenylethyl)sulfonyl)-4-methylbenzene (58379-86-5)

Guidance literature:

With potassium carbonate; 1-n-butyl-3-methylimidazolim bromide; at 20 ℃; for 6h;

DOI:10.1055/s-0028-1087547

Reference yield: 85.0%

1-isocyano-2-phenyl-1-tosylethene → 1-((1-isocyano-2-phenylethyl)sulfonyl)-4-methylbenzene (58379-86-5)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; water; at 0 ℃; Inert atmosphere;

DOI:10.1002/anie.201612574

upstream raw materials:

[(p-methylphenyl)sulfonylmethyl]isonitrile

benzyl bromide

benzyl chloride

benzyl alcohol

Downstream raw materials:

4-benzyl-5-thiophen-2-yl-oxazole

2,7-diisocyano-1,8-diphenyl-2,7-ditosyloctane

4-benzyl-5-phenyl-oxazole

C₁₃H₁₅NO

Refernces

• 1、 Chepyshev, Sergiy V.,Lujan-Montelongo, J. Armando,Chao, Allen,Fleming, Fraser F.. "Alkenyl Isocyanide Conjugate Additions: A Rapid Route to γ-Carbolines". supporting information. p. 4310 - 4313. Retrieved 2017/04/04.
• 2、 Goodwin, Nicole C.,Cianchetta, Giovanni,Burgoon, Hugh A.,Healy, Jason,Mabon, Ross,Strobel, Eric D.,Allen, Jason,Wang, Shuli,Hamman, Brian D.,Rawlins, David B.. "Discovery of a type III inhibitor of LIM kinase 2 that binds in a DFG-out conformation". supporting information. p. 53 - 57. Retrieved 2017/01/18.