(2S,3S)-N-para-toluenesulfonyl-3-methylaziridine-2-carboxylic acid

Base Information

• Chemical Name: (2S,3S)-N-para-toluenesulfonyl-3-methylaziridine-2-carboxylic acid
• CAS No.: 88452-79-3
• Molecular Formula: C₁₁H₁₃NO₄S
• Molecular Weight: 255.295
• Mol file: 88452-79-3.mol

Synonyms:(2S,3S)-N-para-toluenesulfonyl-3-methylaziridine-2-carboxylic acid

Chemical Property of (2S,3S)-N-para-toluenesulfonyl-3-methylaziridine-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-N-para-toluenesulfonyl-3-methylaziridine-2-carboxylic acid

There total 7 articles about (2S,3S)-N-para-toluenesulfonyl-3-methylaziridine-2-carboxylic acid 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: 100.0%

methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate (43188-65-4) → (2S,3S)-N-para-toluenesulfonyl-3-methylaziridine-2-carboxylic acid (88452-79-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1039/b605026n

Reference yield: 100.0%

(2S,3S) ethyl 3-methyl-1-(4-toluenesulfonyl)aziridine-2-carboxylate (201466-07-1) → (2S,3S)-N-para-toluenesulfonyl-3-methylaziridine-2-carboxylic acid (88452-79-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 50 ℃; for 24h;

DOI:10.1016/S0040-4020(97)10322-2

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (2S,3S)-N-para-toluenesulfonyl-3-methylaziridine-2-carboxylic acid (88452-79-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 600 mg / H₂O; ethyl acetate / 20 h / 20 °C

2: 100 percent / aq. NaOH / tetrahydrofuran / 3 h / 20 °C

With sodium hydroxide; In tetrahydrofuran; water; ethyl acetate;

DOI:10.1039/b605026n

upstream raw materials:

methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate

(2S,3S) ethyl 3-methyl-1-(4-toluenesulfonyl)aziridine-2-carboxylate

p-toluenesulfonyl chloride

N-Tosyl-L-threonin-aethylester

Downstream raw materials:

(2S,3S)-2-(para-toluenesulfonylamino)-3-methylpent-4-ynoic acid

(2S,3S)-2-(para-toluenesulfonylamino)-3-methyl-5-trimethylsilylpent-4-ynoic acid

N-(p-toluenesulfonyl)-L-valine

(2S,3S)-3-Methyl-1-[(2S,3S)-3-methyl-1-(toluene-4-sulfonyl)-aziridine-2-carbonyl]-aziridine-2-carboxylic acid methyl ester