N-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-N-isopropenyl-S-trityl-thiohydroxylamine

Base Information

Chemical Name:N-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-N-isopropenyl-S-trityl-thiohydroxylamine
CAS No.:86864-43-9
Molecular Formula:C₃₀H₃₉NOSSi
Molecular Weight:489.797
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-N-isopropenyl-S-trityl-thiohydroxylamine

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Technology Process of N-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-N-isopropenyl-S-trityl-thiohydroxylamine

There total 3 articles about N-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-N-isopropenyl-S-trityl-thiohydroxylamine 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:

: 3695-77-0
triphenylmethanethiol

: 86864-43-9
N-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-N-isopropenyl-S-trityl-thiohydroxylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / Sulfuryl chloride / toluene; diethyl ether / 2 h / 0 °C

2: 78 percent / 29 percent NH₄OH/H₂O / CH₂Cl₂ / 0 °C

3: 98 percent / Pridinium p-toluenesulfonate, (PPTS)/anhydr. MgSO₄ / CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) sec-BuLi, 2.) HMPT / 1.) THF, -20 deg C, 15 min, 2.) THF, -20 deg C, 1 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; ammonium hydroxide; sulfuryl dichloride; water; sec.-butyllithium; pyridinium p-toluenesulfonate; magnesium sulfate; In diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo00168a031

Reference yield:

: 24165-03-5
tritylsulfenyl chloride

: 86864-43-9
N-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-N-isopropenyl-S-trityl-thiohydroxylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / 29 percent NH₄OH/H₂O / CH₂Cl₂ / 0 °C

2: 98 percent / Pridinium p-toluenesulfonate, (PPTS)/anhydr. MgSO₄ / CH₂Cl₂ / 2 h / Ambient temperature

3: 1.) sec-BuLi, 2.) HMPT / 1.) THF, -20 deg C, 15 min, 2.) THF, -20 deg C, 1 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; ammonium hydroxide; water; sec.-butyllithium; pyridinium p-toluenesulfonate; magnesium sulfate; In dichloromethane;
DOI:10.1021/jo00168a031

Reference yield:

: 86864-60-0
2-(tert-butyldimethylsilyloxy)ethyl bromide

: 86864-26-8
N-tritylsulfenyl imine of acetone

: 86864-43-9
N-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-N-isopropenyl-S-trityl-thiohydroxylamine

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; sec.-butyllithium; Yield given. Multistep reaction; 1.) THF, -20 deg C, 15 min, 2.) THF, -20 deg C, 1 h;
DOI:10.1021/jo00168a031