3-[4,10,16,19,22-Pentakis-(toluene-4-sulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaaza-cyclotetracos-7-yl]-propionitrile

Base Information

• Chemical Name: 3-[4,10,16,19,22-Pentakis-(toluene-4-sulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaaza-cyclotetracos-7-yl]-propionitrile
• CAS No.: 117539-09-0
• Molecular Formula: C₅₄H₇₁N₇O₁₂S₅
• Molecular Weight: 1170.53
• Mol file: 117539-09-0.mol

Synonyms:3-[4,10,16,19,22-Pentakis-(toluene-4-sulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaaza-cyclotetracos-7-yl]-propionitrile

Chemical Property of 3-[4,10,16,19,22-Pentakis-(toluene-4-sulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaaza-cyclotetracos-7-yl]-propionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[4,10,16,19,22-Pentakis-(toluene-4-sulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaaza-cyclotetracos-7-yl]-propionitrile

There total 6 articles about 3-[4,10,16,19,22-Pentakis-(toluene-4-sulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaaza-cyclotetracos-7-yl]-propionitrile 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: 94.0%

4,10,16,19,22-pentakis(p-tolylsulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaazacyclotetracosane (107098-17-9) + acrylonitrile (107-13-1,25014-41-9) → 3-[4,10,16,19,22-Pentakis-(toluene-4-sulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaaza-cyclotetracos-7-yl]-propionitrile (117539-09-0)

Guidance literature:

In tetrahydrofuran; for 264h; Heating;

DOI:10.1021/ja00166a025

Reference yield: 50.0%

1,4,7-tritosyl-1,4,7-triazaheptane (56187-04-3) + Methanesulfonic acid 2-{2-[[2-((2-cyano-ethyl)-{2-[[2-(2-methanesulfonyloxy-ethoxy)-ethyl]-(toluene-4-sulfonyl)-amino]-ethyl}-amino)-ethyl]-(toluene-4-sulfonyl)-amino]-ethoxy}-ethyl ester (191986-42-2) → 3-[4,10,16,19,22-Pentakis-(toluene-4-sulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaaza-cyclotetracos-7-yl]-propionitrile (117539-09-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 51h;

DOI:10.1002/hlca.19970800314

Reference yield:

N1,N5-ditosyl-3-azapentane-1,5-diamine (77429-97-1) → 3-[4,10,16,19,22-Pentakis-(toluene-4-sulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaaza-cyclotetracos-7-yl]-propionitrile (117539-09-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / benzene / 120 h / Heating

2: 66 percent / K₂CO₃, Cs₂CO₃, NaI / acetonitrile / 19 h / Heating

3: 97 percent / toluene-4-sulfonic acid monohydrate / methanol / 12 h / Ambient temperature

4: Et₃N / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) RT, 2 h

5: 50 percent / Cs₂CO₃ / dimethylformamide / 51 h / 100 °C

With potassium carbonate; caesium carbonate; toluene-4-sulfonic acid; triethylamine; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1002/hlca.19970800314

upstream raw materials:

4,10,16,19,22-pentakis(p-tolylsulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaazacyclotetracosane

acrylonitrile

1,4,7-tritosyl-1,4,7-triazaheptane

Methanesulfonic acid 2-{2-[[2-((2-cyano-ethyl)-{2-[[2-(2-methanesulfonyloxy-ethoxy)-ethyl]-(toluene-4-sulfonyl)-amino]-ethyl}-amino)-ethyl]-(toluene-4-sulfonyl)-amino]-ethoxy}-ethyl ester

Downstream raw materials:

7-(3-aminopropyl)-4,10,16,19,22-pentakis(p-tolylsulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaazacyclotetracosane

7-<3-(9-acridinylamino)propyl>-4,10,16,19,22-pentakis(p-tolylsulfonyl)-1,13-dioxa-4,7,10,16,19,22-hexaazacyclotetracosane