cyclohexyl (3S)-methyl-N-p-toluenesulfonylaziridin-(2S)-carboxylate

Base Information

• Chemical Name: cyclohexyl (3S)-methyl-N-p-toluenesulfonylaziridin-(2S)-carboxylate
• CAS No.: 219738-98-4
• Molecular Formula: C₁₇H₂₃NO₄S
• Molecular Weight: 337.44
• Mol file: 219738-98-4.mol

Synonyms:cyclohexyl (3S)-methyl-N-p-toluenesulfonylaziridin-(2S)-carboxylate

Chemical Property of cyclohexyl (3S)-methyl-N-p-toluenesulfonylaziridin-(2S)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of cyclohexyl (3S)-methyl-N-p-toluenesulfonylaziridin-(2S)-carboxylate

There total 4 articles about cyclohexyl (3S)-methyl-N-p-toluenesulfonylaziridin-(2S)-carboxylate 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: 85.0%

N-p-toluenesulfonyl-L-threonine cyclohexy ester (219738-97-3) → cyclohexyl (3S)-methyl-N-p-toluenesulfonylaziridin-(2S)-carboxylate (219738-98-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 15h; Ambient temperature;

DOI:10.1021/jo9815296

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → cyclohexyl (3S)-methyl-N-p-toluenesulfonylaziridin-(2S)-carboxylate (219738-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Et₃N / CH₂Cl₂

2: 85 percent / DEAD, PPh₃ / tetrahydrofuran / 15 h / Ambient temperature

With triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo9815296

Reference yield:

L-threonine cyclohexy ester hydrochloride → cyclohexyl (3S)-methyl-N-p-toluenesulfonylaziridin-(2S)-carboxylate (219738-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Et₃N / CH₂Cl₂

2: 85 percent / DEAD, PPh₃ / tetrahydrofuran / 15 h / Ambient temperature

With triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo9815296

upstream raw materials:

N-p-toluenesulfonyl-L-threonine cyclohexy ester

p-toluenesulfonyl chloride

cyclohexanol