(R)-2-(N-(2-(4-((4-fluoro-N-methylphenylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-N-hydroxy-3-methylbutanamide

Base Information

• Chemical Name: (R)-2-(N-(2-(4-((4-fluoro-N-methylphenylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-N-hydroxy-3-methylbutanamide
• CAS No.: 1449846-60-9
• Molecular Formula: C₂₅H₃₂F₂N₆O₇S₂
• Molecular Weight: 630.694
• Mol file: 1449846-60-9.mol

Synonyms:

Chemical Property of (R)-2-(N-(2-(4-((4-fluoro-N-methylphenylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-N-hydroxy-3-methylbutanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(N-(2-(4-((4-fluoro-N-methylphenylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-N-hydroxy-3-methylbutanamide

There total 5 articles about (R)-2-(N-(2-(4-((4-fluoro-N-methylphenylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-N-hydroxy-3-methylbutanamide 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: 17.0%

4-fluoro-N-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide (1206850-07-8) + (R)-2-(N-(2-azidoethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-N-hydroxy-3-methylbutanamide (1449846-47-2) → (R)-2-(N-(2-(4-((4-fluoro-N-methylphenylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-N-hydroxy-3-methylbutanamide (1449846-60-9)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In water; N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/jm4006753

Reference yield:

tert-butyl (R)-2-(4-(2-fluoroethoxy)phenylsulfonamido)-3-methylbutanoate → (R)-2-(N-(2-(4-((4-fluoro-N-methylphenylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-N-hydroxy-3-methylbutanamide (1449846-60-9)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 50 °C

2: montmorillonite KSF clay / acetonitrile / 3 h / Reflux

3: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 20 °C

4: hydrogenchloride / 1,4-dioxane; methanol / 1.5 h / 20 °C

5: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; N,N-dimethyl-formamide / 2 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; copper(ll) sulfate pentahydrate; potassium carbonate; benzotriazol-1-ol; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm4006753

Reference yield:

(R)-tert-butyl 2-(N-(2-azidoethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-3-methylbutanoate (1449846-35-8) → (R)-2-(N-(2-(4-((4-fluoro-N-methylphenylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-N-hydroxy-3-methylbutanamide (1449846-60-9)

Guidance literature:

Multi-step reaction with 4 steps

1: montmorillonite KSF clay / acetonitrile / 3 h / Reflux

2: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 16 h / 20 °C

3: hydrogenchloride / 1,4-dioxane; methanol / 1.5 h / 20 °C

4: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; N,N-dimethyl-formamide / 2 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; copper(ll) sulfate pentahydrate; benzotriazol-1-ol; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm4006753

upstream raw materials:

(R)-tert-butyl 2-(N-(2-azidoethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-3-methylbutanoate

(R)-2-(N-(2-azidoethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-3-methylbutanoic acid

4-fluoro-N-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide

(R)-2-(N-(2-azidoethyl)-4-(2-fluoroethoxy)phenylsulfonamido)-N-hydroxy-3-methylbutanamide