4,10,16-Tris[(4-methylphenyl)sulfonyl]-1,7,13-trioxa-4,10,16-triazacyclooctadecane

Base Information

• Chemical Name: 4,10,16-Tris[(4-methylphenyl)sulfonyl]-1,7,13-trioxa-4,10,16-triazacyclooctadecane
• CAS No.: 201996-38-5
• Molecular Formula: C33H45N3O9S3
• Molecular Weight: 723.933
• DSSTox Substance ID: DTXSID701130805
• Nikkaji Number: J1.808.950E
• Mol file: 201996-38-5.mol

Synonyms:4,10,16-Tris[(4-methylphenyl)sulfonyl]-1,7,13-trioxa-4,10,16-triazacyclooctadecane;DTXSID701130805;STK368177;AKOS001586915;1,7,13-Trioxa-4,10,16-triazacyclooctadecane, 4,10,16-tris[(4-methylphenyl)sulfonyl]-;4,10,16-Tris-(toluene-4-sulfonyl)-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane;4,10,16-Tritosyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane;4,10,16-Tris[(4-methylphenyl)sulfonyl]-1,7,13-trioxa-4,10,16-triazacyclooctadecane #;201996-38-5

Chemical Property of 4,10,16-Tris[(4-methylphenyl)sulfonyl]-1,7,13-trioxa-4,10,16-triazacyclooctadecane

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 6
• Exact Mass: 723.23179354
• Heavy Atom Count: 48
• Complexity: 1080

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)N2CCOCCN(CCOCCN(CCOCC2)S(=O)(=O)C3=CC=C(C=C3)C)S(=O)(=O)C4=CC=C(C=C4)C

Technology Process of 4,10,16-Tris[(4-methylphenyl)sulfonyl]-1,7,13-trioxa-4,10,16-triazacyclooctadecane

There total 3 articles about 4,10,16-Tris[(4-methylphenyl)sulfonyl]-1,7,13-trioxa-4,10,16-triazacyclooctadecane 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: 74.0%

N,N'-Bis(p-tolylsulfonyl)-1,5-diamino-3-oxapentane (59945-34-5) + 6-<(4-methylphenyl)sulfonyl>-3,9-dioxa-6-aza-1,11-undecanediol bis(methanesulfonate) (80639-61-8) → 4,10,16-tris-(toluene-4-sulfonyl)-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane (201996-38-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; for 20h; Heating;

DOI:10.1039/a902760b

Reference yield:

N,N-bis<2-(2-hydroxyethoxy)ethyl>-4-methylbenzenesulfonamide (72358-83-9,63413-83-2) → 4,10,16-tris-(toluene-4-sulfonyl)-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane (201996-38-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / triethylamine / CH₂Cl₂ / 2 h

2: 74 percent / caesium carbonate / dimethylformamide / 20 h / Heating

With caesium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Cyclization;

DOI:10.1039/a902760b

Reference yield:

toluene-4-sulfonamide (70-55-3) → 4,10,16-tris-(toluene-4-sulfonyl)-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane (201996-38-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / potassium carbonate / dimethylformamide / 72 h / Heating

2: 80 percent / triethylamine / CH₂Cl₂ / 2 h

3: 74 percent / caesium carbonate / dimethylformamide / 20 h / Heating

With potassium carbonate; caesium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: Alkylation / 2: Substitution / 3: Cyclization;

DOI:10.1039/a902760b

upstream raw materials:

N,N'-Bis(p-tolylsulfonyl)-1,5-diamino-3-oxapentane

6-<(4-methylphenyl)sulfonyl>-3,9-dioxa-6-aza-1,11-undecanediol bis(methanesulfonate)

N,N-bis<2-(2-hydroxyethoxy)ethyl>-4-methylbenzenesulfonamide

toluene-4-sulfonamide