2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide

Base Information

• Chemical Name: 2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide
• CAS No.: 936337-63-2
• Molecular Formula: C₁₈H₂₉NO₂Si
• Molecular Weight: 319.519

Synonyms:2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide

Chemical Property of 2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide

Chemical Property:

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Technology Process of 2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide

There total 4 articles about 2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide 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:

(4-((tert-butyldimethylsilyl)oxy)phenyl)magnesium bromide (107539-52-6) + (R)-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide (199386-10-2) → 2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide (936337-63-2)

Guidance literature:

(4-((tert-butyldimethylsilyl)oxy)phenyl)magnesium bromide; (R)-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide; at -78 ℃;

With copper diacetate; oxygen;

DOI:10.1002/anie.200460007

Reference yield:

t-butyldimethylsilyl-4-bromophenol (67963-68-2) + (R)-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide (199386-10-2) → 2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide (936337-63-2)

Guidance literature:

t-butyldimethylsilyl-4-bromophenol; With iodine; magnesium; In tetrahydrofuran; at 60 ℃;

(R)-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide; In tetrahydrofuran; at -78 - 25 ℃;

With copper diacetate; ammonia; oxygen; In methanol;

DOI:10.1021/ol050401p

Reference yield:

4-bromo-phenol (106-41-2) → 2-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide (936337-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: imidazole / dimethylformamide / 3 h / 25 °C

2.1: magnesium; iodine / tetrahydrofuran / 60 °C

2.2: tetrahydrofuran / -78 - 25 °C

2.3: NH₃; Cu(OAc)2*H₂O; oxygen / methanol

With 1H-imidazole; iodine; magnesium; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ol050401p

upstream raw materials:

t-butyldimethylsilyl-4-bromophenol

(R)-2,5-dimethyl-3,4-dihydro-2H-pyrrole 1-oxide

(4-((tert-butyldimethylsilyl)oxy)phenyl)magnesium bromide

4-bromo-phenol

Downstream raw materials:

(2S)-2,5,5-trimethyl-2-(4-hydroxyphenyl)pyrrolidine-1-oxyl

trans-(2S,5S)-2,5-bis(4-hydroxyphenyl)-2,5-dimethylpyrrolidin-1-oxyl

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