(2R)-2-methyl-1-(4-methylphenyl)sulfonylaziridine

Base Information

• Chemical Name: (2R)-2-methyl-1-(4-methylphenyl)sulfonylaziridine
• CAS No.: 177971-32-3
• Molecular Formula: C10H13NO2S
• Molecular Weight: 211.285
• DSSTox Substance ID: DTXSID20428303
• Nikkaji Number: J686.315I

Synonyms:177971-32-3;Aziridine, 2-methyl-1-[(4-methylphenyl)sulfonyl]-, (2R)-;AC1OGRHF;(2R)-2-methyl-1-(4-methylphenyl)sulfonylaziridine;(r,s)-2-methyl-1-(toluene-4-sulfonyl)-aziridine;1-Tosyl-2alpha-methylaziridine;SCHEMBL6346703;DTXSID20428303;(2R)-2-methyl-1-(4-methylbenzenesulfonyl)aziridine

Chemical Property of (2R)-2-methyl-1-(4-methylphenyl)sulfonylaziridine

Chemical Property:

• Boiling Point: 326.2±35.0 °C(Predicted)
• PSA: 45.53000
• Density: 1.258±0.06 g/cm3(Predicted)
• LogP: 2.40650
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 211.06669983
• Heavy Atom Count: 14
• Complexity: 299

Purity/Quality:

(R)-2-Methyl-1-tosylaziridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CN1S(=O)(=O)C2=CC=C(C=C2)C
• Isomeric SMILES: C[C@@H]1CN1S(=O)(=O)C2=CC=C(C=C2)C
• Uses: (R)-2-Methyl-1-tosylaziridine?can be used to synthesize tetrahydropyridines, morpholines, chiral β-and γ-amino ethers, and (ent)-korupensamine D. Korupensamine D is a natural product that exhibits antimalarial properties.

Technology Process of (2R)-2-methyl-1-(4-methylphenyl)sulfonylaziridine

There total 4 articles about (2R)-2-methyl-1-(4-methylphenyl)sulfonylaziridine 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: 71.0%

(R)-2-aminopropan-1-ol (35320-23-1) + p-toluenesulfonyl chloride (98-59-9) → (2R)-2-methyl-1-(p-tolylsulfonyl)aziridine (177971-32-3)

Guidance literature:

(R)-2-aminopropan-1-ol; p-toluenesulfonyl chloride; With triethylamine; In dichloromethane; at -25 - 20 ℃; Inert atmosphere;

With methanesulfonyl chloride; In dichloromethane; at -25 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201501058

Reference yield:

Toluene-4-sulfonic acid (R)-2-(toluene-4-sulfonylamino)-propyl ester (88129-44-6) → (2R)-2-methyl-1-(p-tolylsulfonyl)aziridine (177971-32-3)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 16h;

DOI:10.1002/1522-2675(20000906)83:9<2594::AID-HLCA2594>3.0.CO;2-H

Reference yield:

(R)-N-(1-hydroxypropan-2-yl)-4-methylbenzenesulfonamide (786709-32-8) → (2R)-2-methyl-1-(p-tolylsulfonyl)aziridine (177971-32-3)

Guidance literature:

With potassium carbonate; In acetone;

DOI:10.1016/S0040-4039(98)01404-X

upstream raw materials:

(R)-N-(1-hydroxypropan-2-yl)-4-methylbenzenesulfonamide

Toluene-4-sulfonic acid (R)-2-(toluene-4-sulfonylamino)-propyl ester

p-toluenesulfonyl chloride

(R)-2-aminopropan-1-ol

Downstream raw materials:

2,2,5-trimethyl-3-[(4-methylbenzene)sulfonyl]-1,3-oxazolidine

C₁₈H₂₅NO₃S₃

C₂₁H₂₉NO₄S₃

C₁₈H₂₅NO₃S₃

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