5-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-3a,4-dihydro-isoindole-1,3-dione

Base Information

• Chemical Name: 5-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-3a,4-dihydro-isoindole-1,3-dione
• CAS No.: 224578-95-4
• Molecular Formula: C₂₀H₂₅NO₃Si
• Molecular Weight: 355.509
• Mol file: 224578-95-4.mol

Synonyms:5-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-3a,4-dihydro-isoindole-1,3-dione

Chemical Property of 5-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-3a,4-dihydro-isoindole-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-3a,4-dihydro-isoindole-1,3-dione

There total 2 articles about 5-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-3a,4-dihydro-isoindole-1,3-dione 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:

tert-butyldimethylsilyl chloride (18162-48-6) → 5-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-3a,4-dihydro-isoindole-1,3-dione (224578-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) KHMDS / 1.) TolH, THF, -78 deg C to -30 deg C, 3 h, 2.) TolH, THF, -78 deg C to rt

2: 2.) SiO₂ / 1.) TolH, -20 deg C to rt, 2.) EtOAc, hexane

With silica gel; potassium hexamethylsilazane;

DOI:10.1021/jo981563k

Reference yield:

N-phenyl-maleimide (941-69-5) + (1E)-3-{[tert-butyl(dimethyl)silyl]oxy}-N,N-dimethyl-1,3-butadien-1-amine (194233-66-4) → 5-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-3a,4-dihydro-isoindole-1,3-dione (224578-95-4)

Guidance literature:

With silica gel; Yield given; Multistep reaction; 1.) TolH, -20 deg C to rt, 2.) EtOAc, hexane;

DOI:10.1021/jo981563k

Reference yield: 86.0%

5-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-3a,4-dihydro-isoindole-1,3-dione (224578-95-4) → 5-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-isoindole-1,3-dione

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1021/jo981563k

upstream raw materials:

N-phenyl-maleimide

(1E)-3-{[tert-butyl(dimethyl)silyl]oxy}-N,N-dimethyl-1,3-butadien-1-amine

tert-butyldimethylsilyl chloride