(+)-N-[(R)-alpha-Methylbenzyl]-p-toluenesulfonamide

Base Information

• Chemical Name: (+)-N-[(R)-alpha-Methylbenzyl]-p-toluenesulfonamide
• CAS No.: 72984-27-1
• Molecular Formula: C15H17NO2S
• Molecular Weight: 275.371
• DSSTox Substance ID: DTXSID30351597
• Nikkaji Number: J76.483C

Synonyms:DJM-04_123D;ZINC00088332;72984-27-1;JHICC02005;JHICC02057;DTXSID30351597

Chemical Property of (+)-N-[(R)-alpha-Methylbenzyl]-p-toluenesulfonamide

Chemical Property:

• Boiling Point: 418.6±48.0 °C(Predicted)
• PSA: 54.55000
• Density: 1.175±0.06 g/cm3(Predicted)
• LogP: 4.50620
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 275.09799996
• Heavy Atom Count: 19
• Complexity: 360

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(C)C2=CC=CC=C2
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N[C@H](C)C2=CC=CC=C2

Technology Process of (+)-N-[(R)-alpha-Methylbenzyl]-p-toluenesulfonamide

There total 27 articles about (+)-N-[(R)-alpha-Methylbenzyl]-p-toluenesulfonamide 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: 99.8%

4-methyl-N-(1-phenylethylidene)benzenesulfonamide (24865-83-6) → 4-Methyl-N-((R)-1-phenyl-ethyl)-benzenesulfonamide (72984-27-1)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium formate; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; In water; at 40 ℃; for 0.5h; Reagent/catalyst; Time; Solvent; enantioselective reaction; Green chemistry;

DOI:10.1016/j.tet.2013.05.064

Reference yield: 90.0%

(R)-1-phenyl-ethyl-amine (3886-69-9) + sodium p-methylbenzoate (17264-54-9) → 4-Methyl-N-((R)-1-phenyl-ethyl)-benzenesulfonamide (72984-27-1)

Guidance literature:

With lithium perchlorate; In water; acetonitrile; for 1h; Electrochemical reaction;

DOI:10.1039/d0gc01360a

Reference yield: 78.0%

(R,SS)-N-α-methylbenzyl-p-tolylsulfinamide (37754-48-6) → 4-Methyl-N-((R)-1-phenyl-ethyl)-benzenesulfonamide (72984-27-1)

Guidance literature:

With iodosylbenzene; In acetonitrile; at 20 ℃;

DOI:10.1002/chem.200305525

upstream raw materials:

(+)-(S)(C)-(S)(S)-N-(1-Phenylethyl)-p-toluolsulfinamid

(E)-1-phenyl-N-tosylethanimine

(R)-1-phenyl-ethyl-amine

2-methyl-5-nitropyrimidine-4,6-bis(p-toluenesulfonate)

Downstream raw materials:

4-Methyl-N-(2-nitro-phenylsulfanyl)-N-((R)-1-phenyl-ethyl)-benzenesulfonamide

(R)-1-phenyl-ethyl-amine

(R)-N-(1-phenethyl)-N-4-tolyenesulfonyl-phenylethynylamine

(R)-1-(4-methoxyphenyl)-1-phenylethane

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