(2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-phenyl-3-((R)-tetrahydrofuran-2-yl)aziridine

Base Information

• Chemical Name: (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-phenyl-3-((R)-tetrahydrofuran-2-yl)aziridine
• CAS No.: 1253176-68-9
• Molecular Formula: C₃₁H₃₇NO₃
• Molecular Weight: 471.64
• Mol file: 1253176-68-9.mol

Synonyms:(2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-phenyl-3-((R)-tetrahydrofuran-2-yl)aziridine

Chemical Property of (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-phenyl-3-((R)-tetrahydrofuran-2-yl)aziridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-phenyl-3-((R)-tetrahydrofuran-2-yl)aziridine

There total 5 articles about (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-phenyl-3-((R)-tetrahydrofuran-2-yl)aziridine 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: 94.0%

(R)-1-((2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-3-phenylaziridin-2-yl)-4-bromobutan-1-ol (1253176-65-6) → (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-phenyl-3-((R)-tetrahydrofuran-2-yl)aziridine (1253176-68-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol102064b

Reference yield:

1-((2S,3S)-1-(bis(4-methoxy-3,5-dimethyl-phenyl)methyl)-3-phenylaziridin-2-yl)-4-bromobutan-1-one (1253176-43-0) → (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-phenyl-3-((S)-tetrahydrofuran-2-yl)aziridine (1253176-67-8) + (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-phenyl-3-((R)-tetrahydrofuran-2-yl)aziridine (1253176-68-9)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at 25 ℃; for 24h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol102064b

Reference yield:

1-((2S,3S)-1-(bis(4-methoxy-3,5-dimethyl-phenyl)methyl)-3-phenylaziridin-2-yl)-4-bromobutan-1-one (1253176-43-0) → (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-2-phenyl-3-((R)-tetrahydrofuran-2-yl)aziridine (1253176-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc(II) tetrahydroborate / diethyl ether / 25 °C / Inert atmosphere

2: sodium hydride / tetrahydrofuran / 24 h / 25 °C / Inert atmosphere

With zinc(II) tetrahydroborate; sodium hydride; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ol102064b

upstream raw materials:

1-((2S,3S)-1-(bis(4-methoxy-3,5-dimethyl-phenyl)methyl)-3-phenylaziridin-2-yl)-4-bromobutan-1-one

(R)-1-((2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-3-phenylaziridin-2-yl)-4-bromobutan-1-ol

5-Bromo-1-diazopentan-2-one

Downstream raw materials:

tert-butyl ((S)-2-phenyl-1-((R)-tetrahydrofuran-2-yl)ethyl)carbamate