Aziridinone, 3-(1,1-dimethylethyl)-1-(triphenylmethyl)-

Base Information

• Chemical Name: Aziridinone, 3-(1,1-dimethylethyl)-1-(triphenylmethyl)-
• CAS No.: 190260-66-3
• Molecular Formula: C25H25NO
• Molecular Weight: 355.48
• Mol file: 190260-66-3.mol

Synonyms:

Chemical Property of Aziridinone, 3-(1,1-dimethylethyl)-1-(triphenylmethyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Aziridinone, 3-(1,1-dimethylethyl)-1-(triphenylmethyl)-

There total 4 articles about Aziridinone, 3-(1,1-dimethylethyl)-1-(triphenylmethyl)- 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: 96.0%

N-triphenylmethyl-2-bromo-3,3-dimethylbutanamide (190260-61-8) → 1-triphenylmethyl-3-tert-butylaziridinone (190260-66-3)

Guidance literature:

With 15-crown-5; sodium hydride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-2002-33652

Reference yield:

3,3-dimethylbutanoic acid chloride (7065-46-5) → 1-triphenylmethyl-3-tert-butylaziridinone (190260-66-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Br₂ / 1 h / Heating

2: 55.2 percent / 20 percent aq. NaOH / 1,2-dichloro-ethane / -5 - 20 °C

3: 93 percent / t-BuONa / diethyl ether / 2.5 h / 0 °C

With sodium hydroxide; bromine; sodium t-butanolate; In diethyl ether; 1,2-dichloro-ethane;

DOI:10.1002/jhet.5570380432

Reference yield:

2-bromo-3,3-dimethylbutanoyl chloride (29336-30-9,86512-66-5) → 1-triphenylmethyl-3-tert-butylaziridinone (190260-66-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 55.2 percent / 20 percent aq. NaOH / 1,2-dichloro-ethane / -5 - 20 °C

2: 93 percent / t-BuONa / diethyl ether / 2.5 h / 0 °C

With sodium hydroxide; sodium t-butanolate; In diethyl ether; 1,2-dichloro-ethane;

DOI:10.1002/jhet.5570380432

upstream raw materials:

N-triphenylmethyl-2-bromo-3,3-dimethylbutanamide

2-bromo-3,3-dimethylbutanoyl chloride

3,3-dimethylbutanoic acid chloride

tert-Butylacetic acid

Downstream raw materials:

(isocyanomethanetriyl)tribenzene

pivalaldehyde

Refernces

• 1、 Cesare, Victor,Lyons, Theresa M.,Lengyel, Istvan. "A high-yielding general synthesis of α-lactams". . p. 1716 - 1720. Retrieved 2007/10/03.
• 2、 Shimazu, Masako,Endo, Yasuyuki,Shudo, Koichi. "Reactivity of 1,3-di-tert-butylaziridinones with phenyl substituents. A new fragmentation of α-lactams". . p. 735 - 744. Retrieved 2007/10/03.