3-(tert-Butyldimethylsilyloxy)phenyl tetramethylphosphorodiamidate

Base Information

• Chemical Name: 3-(tert-Butyldimethylsilyloxy)phenyl tetramethylphosphorodiamidate
• CAS No.: 132552-70-6
• Molecular Formula: C₁₆H₃₁N₂O₃PSi
• Molecular Weight: 358.493
• Mol file: 132552-70-6.mol

Synonyms:3-(tert-Butyldimethylsilyloxy)phenyl tetramethylphosphorodiamidate

Chemical Property of 3-(tert-Butyldimethylsilyloxy)phenyl tetramethylphosphorodiamidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 3-(tert-Butyldimethylsilyloxy)phenyl tetramethylphosphorodiamidate

There total 2 articles about 3-(tert-Butyldimethylsilyloxy)phenyl tetramethylphosphorodiamidate 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: 80.0%

3-Hydroxyphenyl tetramethylphosphorodiamidate (132552-67-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 3-(tert-Butyldimethylsilyloxy)phenyl tetramethylphosphorodiamidate (132552-70-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 12h; Ambient temperature;

DOI:10.1248/cpb.38.2637

Reference yield:

recorcinol (108-46-3) → 3-(tert-Butyldimethylsilyloxy)phenyl tetramethylphosphorodiamidate (132552-70-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 9.14 g / 1.) NaH / 1.) THF, 30 min, room temperature, 2.) THF, 12 h, room temperature

2: 80 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

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

DOI:10.1248/cpb.38.2637

Reference yield: 65.0%

3-(tert-Butyldimethylsilyloxy)phenyl tetramethylphosphorodiamidate (132552-70-6) + methyl iodide (74-88-4) → 2-Methyl-5-(tert-butyldimethylsilyloxy)phenyl N,N,N',N'-tetramethylphosphorodiamidate (132552-87-5)

Guidance literature:

With sec.-butyllithium; 1.) cyclohexane, THF, -105 deg C, 1 h, 2.) cyclohexane, THF, -105 deg C, 1 h;

DOI:10.1248/cpb.38.2637

upstream raw materials:

3-Hydroxyphenyl tetramethylphosphorodiamidate

tert-butyldimethylsilyl chloride

recorcinol

Downstream raw materials:

2-Methyl-5-(tert-butyldimethylsilyloxy)phenyl N,N,N',N'-tetramethylphosphorodiamidate