(+)-(2S)-2-(4-benzamidobutyl)-1,4,7,10-tetrakis(toluene-p-sulphonyl)-1,4,7,10-tetra-azacyclododecane

Base Information

• Chemical Name: (+)-(2S)-2-(4-benzamidobutyl)-1,4,7,10-tetrakis(toluene-p-sulphonyl)-1,4,7,10-tetra-azacyclododecane
• CAS No.: 123472-53-7
• Molecular Formula: C₄₇H₅₇N₅O₉S₄
• Molecular Weight: 964.262
• Mol file: 123472-53-7.mol

Synonyms:(+)-(2S)-2-(4-benzamidobutyl)-1,4,7,10-tetrakis(toluene-p-sulphonyl)-1,4,7,10-tetra-azacyclododecane

Chemical Property of (+)-(2S)-2-(4-benzamidobutyl)-1,4,7,10-tetrakis(toluene-p-sulphonyl)-1,4,7,10-tetra-azacyclododecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(2S)-2-(4-benzamidobutyl)-1,4,7,10-tetrakis(toluene-p-sulphonyl)-1,4,7,10-tetra-azacyclododecane

There total 6 articles about (+)-(2S)-2-(4-benzamidobutyl)-1,4,7,10-tetrakis(toluene-p-sulphonyl)-1,4,7,10-tetra-azacyclododecane 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: 72.0%

N,N-bis(tosyloxyethyl)-p-toluenesulfonamide (16695-22-0) + (5S)-N-(5,9-bistoluene-p-sulphonamino-7-toluene-p-sulphonyl-7-azanonyl)benzamide (123472-52-6) → (+)-(2S)-2-(4-benzamidobutyl)-1,4,7,10-tetrakis(toluene-p-sulphonyl)-1,4,7,10-tetra-azacyclododecane (123472-53-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; 1) 18 h, room temperature, 2) 60 deg C;

DOI:10.1039/P19900002567

Reference yield:

(2S)-N-(2-aminoethyl)-2,6-diaminohexanamide (124659-25-2) → (+)-(2S)-2-(4-benzamidobutyl)-1,4,7,10-tetrakis(toluene-p-sulphonyl)-1,4,7,10-tetra-azacyclododecane (123472-53-7)

Guidance literature:

Multi-step reaction with 5 steps

1: borane-THF / 20 h / Heating

2: 6M HCl

4: 68 percent / triethylamine / CH₂Cl₂ / 12 h / Ambient temperature

5: 72 percent / Cs₂CO₃ / dimethylformamide / 1) 18 h, room temperature, 2) 60 deg C

With hydrogenchloride; borane-THF; caesium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/P19900002567

Reference yield:

(5S)-N-(5,9-diamino-7-azanonyl)benzamide (124659-27-4) → (+)-(2S)-2-(4-benzamidobutyl)-1,4,7,10-tetrakis(toluene-p-sulphonyl)-1,4,7,10-tetra-azacyclododecane (123472-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / triethylamine / CH₂Cl₂ / 12 h / Ambient temperature

2: 72 percent / Cs₂CO₃ / dimethylformamide / 1) 18 h, room temperature, 2) 60 deg C

With caesium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/P19900002567

upstream raw materials:

N,N-bis(tosyloxyethyl)-p-toluenesulfonamide

(5S)-N-(5,9-bistoluene-p-sulphonamino-7-toluene-p-sulphonyl-7-azanonyl)benzamide

(2S)-N-(2-aminoethyl)-2,6-diaminohexanamide

(5S)-N-(5,9-diamino-7-azanonyl)benzamide

Downstream raw materials:

[(S)-2-(4-Benzoylamino-butyl)-4,7,10-tris-carboxymethyl-1,4,7,10-tetraaza-cyclododec-1-yl]-acetic acid

(+)-(2S)-2-(4-benzamidobutyl)-1,4,7,10-tetra-azacyclododecane