(2R,3S)-3-methyl-N-(4-methylbenzenesulfonyl)-2-vinylaziridine

Base Information

• Chemical Name: (2R,3S)-3-methyl-N-(4-methylbenzenesulfonyl)-2-vinylaziridine
• CAS No.: 187531-92-6
• Molecular Formula: C₁₂H₁₅NO₂S
• Molecular Weight: 237.323
• Mol file: 187531-92-6.mol

Synonyms:(2R,3S)-3-methyl-N-(4-methylbenzenesulfonyl)-2-vinylaziridine

Chemical Property of (2R,3S)-3-methyl-N-(4-methylbenzenesulfonyl)-2-vinylaziridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-3-methyl-N-(4-methylbenzenesulfonyl)-2-vinylaziridine

There total 5 articles about (2R,3S)-3-methyl-N-(4-methylbenzenesulfonyl)-2-vinylaziridine 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: 90.7%

(2S,3S)-3-methyl-N-(4-methylbenzenesulfonyl)-2-vinylaziridine (187531-94-8) → (2R,3S)-3-methyl-N-(4-methylbenzenesulfonyl)-2-vinylaziridine (187531-92-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 0 ℃; for 18h; further reagents;

DOI:10.1021/jo961760o

Reference yield:

(3S)-Methyl-N-p-toluolsulfonylaziridin-(2R)-carbonsaeuremethylester (159518-55-5) → (2R,3S)-3-methyl-N-(4-methylbenzenesulfonyl)-2-vinylaziridine (187531-92-6)

Guidance literature:

Multi-step reaction with 3 steps

1: diisobutylaluminum hydride / toluene

2: tetrahydrofuran

3: 90.7 percent / Pd(PPh₃)4 / tetrahydrofuran / 18 h / 0 °C / further reagents

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisobutylaluminium hydride; In tetrahydrofuran; toluene;

DOI:10.1021/jo961760o

Reference yield:

(2S,3S)-2-hydroxymethyl-3-methyl-1-<(4-methylphenyl)sulfonyl>aziridine (153710-15-7) → (2R,3S)-3-methyl-N-(4-methylbenzenesulfonyl)-2-vinylaziridine (187531-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) oxalyl chloride, DMSO, 2.) diisopropylethylamine / 1) CH₂Cl₂; 2) CH₂Cl₂

2: tetrahydrofuran

With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1021/jo961760o

upstream raw materials:

(2S,3S)-3-methyl-N-(4-methylbenzenesulfonyl)-2-vinylaziridine

(2S,3S)-2-formyl-3-methyl-1-(toluene-4-sulfonyl)-aziridine

Methylenetriphenylphosphorane

(2S,3S)-2-hydroxymethyl-3-methyl-1-<(4-methylphenyl)sulfonyl>aziridine