5-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-methylaniline

Base Information

• Chemical Name: 5-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-methylaniline
• CAS No.: 309712-97-8
• Molecular Formula: C14H25NOSi
• Molecular Weight: 251.444
• DSSTox Substance ID: DTXSID501156728
• Mol file: 309712-97-8.mol

Synonyms:309712-97-8;SCHEMBL2865322;5-((tert-butyldimethylsilyloxy)methyl)-2-methylbenzenamine;MLVDSEVPTRLEPA-UHFFFAOYSA-N;5-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-methylaniline;DTXSID501156728;DB-340479;5-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]-2-methylbenzenamine

Chemical Property of 5-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-methylaniline

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 251.170540955
• Heavy Atom Count: 17
• Complexity: 247

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)CO[Si](C)(C)C(C)(C)C)N

Technology Process of 5-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-methylaniline

There total 2 articles about 5-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-methylaniline 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: 97.0%

3-(hydroxymethyl)-6-methylaniline (81863-45-8) + tert-butyldimethylsilyl chloride (18162-48-6) → 5-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-phenylamine (309712-97-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1021/ol0168871

Reference yield:

3-(hydroxymethyl)-6-methylaniline (81863-45-8) → 5-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-phenylamine (309712-97-8)

Guidance literature:

Reference yield: 99.0%

5-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-phenylamine (309712-97-8) → 5-(tert-butyl-dimethyl-silanyloxymethyl)-4-iodo-2-methyl-phenylamine (389091-74-1)

Guidance literature:

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; calcium carbonate; In methanol; dichloromethane;

DOI:10.1021/ol0168871

upstream raw materials:

3-(hydroxymethyl)-6-methylaniline

tert-butyldimethylsilyl chloride

Downstream raw materials:

5-(tert-butyl-dimethyl-silanyloxymethyl)-4-iodo-2-methyl-phenylamine

5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-iodo-4-methyl-benzaldehyde

2-(5-hydroxymethyl-4-iodo-2-methyl-phenyl)-isoindole-1,3-dione

2-[5-(tert-butyl-dimethyl-silanyloxymethyl)-4-iodo-2-methyl-phenyl]-isoindole-1,3-dione