2-Aziridinecarboxylic acid, 1-[(4-methylphenyl)sulfonyl]-, (2S)-

Base Information

• Chemical Name: 2-Aziridinecarboxylic acid, 1-[(4-methylphenyl)sulfonyl]-, (2S)-
• CAS No.: 88452-86-2
• Molecular Formula: C10H11NO4S
• Molecular Weight: 241.268
• Mol file: 88452-86-2.mol

Synonyms:N-para-toluenesulphonylaziridine-(2S)-carboxylic acid;(S)-N-p-toluenesulfonyl-aziridine-2-carboxylic acid;L-N-tosylaziridine 2-carboxylic acid;

Chemical Property of 2-Aziridinecarboxylic acid, 1-[(4-methylphenyl)sulfonyl]-, (2S)-

Chemical Property:

• PSA: 82.83000
• LogP: 1.47120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Aziridinecarboxylic acid, 1-[(4-methylphenyl)sulfonyl]-, (2S)-

There total 4 articles about 2-Aziridinecarboxylic acid, 1-[(4-methylphenyl)sulfonyl]-, (2S)- 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)-1-[(4-methylphenyl)sulfonyl]aziridine-2-carboxylate (105424-75-7) → (2S)-N-para-toluenesulfonylaziridine-2-carboxylic acid (88452-86-2)

Guidance literature:

With sodium hydroxide;

DOI:10.1039/c39940000943

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (2S)-N-para-toluenesulfonylaziridine-2-carboxylic acid (88452-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) potassium carbonate / 1) CH₂Cl₂, 0 deg C, 15 min, 2) r.t., 2 h

2: 96 percent / lithium hydroxide monohydrate / H₂O; dioxane / 0.25 h / 0 °C

With lithium hydroxide; potassium carbonate; In 1,4-dioxane; water;

DOI:10.1016/S0040-4020(01)87968-0

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (2S)-N-para-toluenesulfonylaziridine-2-carboxylic acid (88452-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / ethyl acetate; H₂O / 1.5 h / Ambient temperature

2: 96 percent / NaOH, H₂O / tetrahydrofuran / 3 h / Ambient temperature

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

DOI:10.1039/a800579f

upstream raw materials:

methyl (2S)-1-[(4-methylphenyl)sulfonyl]aziridine-2-carboxylate

p-toluenesulfonyl chloride

Downstream raw materials:

1-p-toluensulfonylaziridine-(2S)-carboxylic acid tert-butyl ester

2(S)-butyric acid

(S)-4-methyl-2-(toluene-4-sulfonamido)pentanoic acid

(2S)-N-para-toluenesulfonylvinylglycine

Refernces

• 1、 Church, Nicola J.,Young, Douglas W.. "Synthesis of Stereospecifically Labelled D-Prop-2-ynylglycine and Investigation of the Action of D-Amino Acid Oxidase". . p. 943 - 944. Retrieved 2007/10/02.