(2S)-2-isopropyl-1,4,7-tris[(4-methylphenyl)sulfonyl]-1,4,7-triazacyclononane

Base Information

• Chemical Name: (2S)-2-isopropyl-1,4,7-tris[(4-methylphenyl)sulfonyl]-1,4,7-triazacyclononane
• CAS No.: 625455-74-5
• Molecular Formula: C₃₀H₃₉N₃O₆S₃
• Molecular Weight: 633.854
• Mol file: 625455-74-5.mol

Synonyms:(2S)-2-isopropyl-1,4,7-tris[(4-methylphenyl)sulfonyl]-1,4,7-triazacyclononane

Chemical Property of (2S)-2-isopropyl-1,4,7-tris[(4-methylphenyl)sulfonyl]-1,4,7-triazacyclononane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-isopropyl-1,4,7-tris[(4-methylphenyl)sulfonyl]-1,4,7-triazacyclononane

There total 9 articles about (2S)-2-isopropyl-1,4,7-tris[(4-methylphenyl)sulfonyl]-1,4,7-triazacyclononane 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: 78.0%

1,2-bis-tosyloxyethane (6315-52-2) + 4-methyl-N-((1S)-2-methyl-1-{[[(4-methylphenyl)sulfonyl](2-{[(4-methylphenyl)sulfonyl]amino}ethyl)amino]methyl}propyl)benzenesulfonamide (768358-30-1) → (2S)-2-isopropyl-1,4,7-tris[(4-methylphenyl)sulfonyl]-1,4,7-triazacyclononane (625455-74-5)

Guidance literature:

4-methyl-N-((1S)-2-methyl-1-{[[(4-methylphenyl)sulfonyl](2-{[(4-methylphenyl)sulfonyl]amino}ethyl)amino]methyl}propyl)benzenesulfonamide; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

1,2-bis-tosyloxyethane; With sodium hydride; In N,N-dimethyl-formamide; at 80 ℃; Further stages.;

DOI:10.1039/b302887a

Reference yield: 64.0%

1,2-bis-tosyloxyethane (6315-52-2) + (R)-1-N-1-iso-Propyl-1,5-bistoluene-p-sulfonamido-3-toluene-p-sulphonyl-3-azapentane → (2S)-2-isopropyl-1,4,7-tris[(4-methylphenyl)sulfonyl]-1,4,7-triazacyclononane (625455-74-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 - 65 ℃; for 66h; Inert atmosphere;

DOI:10.1039/c3dt52425f

Reference yield:

L-valine methylester hydrochloride (6306-52-1) → (2S)-2-isopropyl-1,4,7-tris[(4-methylphenyl)sulfonyl]-1,4,7-triazacyclononane (625455-74-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 89 percent / 6 h / 120 °C

2.1: 71 percent / pyridine / 6 h / 20 °C

3.1: H₃B*Me₂S / tetrahydrofuran / 24 h / Heating

3.2: 63 percent / aq. HCl / 24 h / Heating

4.1: 72 percent / pyridine / 6 h / 20 °C

5.1: NaH / dimethylformamide / 1 h / 20 °C

5.2: 78 percent / NaH / dimethylformamide / 80 °C

With pyridine; dimethylsulfide borane complex; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 5.2: Richman-Atkins macrocyclisation;

DOI:10.1039/b302887a

upstream raw materials:

1,2-bis-tosyloxyethane

4-methyl-N-((1S)-2-methyl-1-{[[(4-methylphenyl)sulfonyl](2-{[(4-methylphenyl)sulfonyl]amino}ethyl)amino]methyl}propyl)benzenesulfonamide

L-valine methylester hydrochloride

(2S)-2-amino-N-(2-aminoethyl)-3-methylbutanamide

Downstream raw materials:

(2S)-2-isopropyl-1,4,7-triazacyclono nane