2,2-difluoro-N-[(1S,2R)-1-fluoromethyl-2-hydroxy-2-(4-{6-[(methanesulfonylmethoxyamino)methyl]pyridin-3-yl}phenyl)ethyl]acetamide

Base Information

• Chemical Name: 2,2-difluoro-N-[(1S,2R)-1-fluoromethyl-2-hydroxy-2-(4-{6-[(methanesulfonylmethoxyamino)methyl]pyridin-3-yl}phenyl)ethyl]acetamide
• CAS No.: 1454904-49-4
• Molecular Formula: C₁₉H₂₂F₃N₃O₅S
• Molecular Weight: 461.462
• Mol file: 1454904-49-4.mol

Synonyms:2,2-difluoro-N-[(1S,2R)-1-fluoromethyl-2-hydroxy-2-(4-{6-[(methanesulfonylmethoxyamino)methyl]pyridin-3-yl}phenyl)ethyl]acetamide

Chemical Property of 2,2-difluoro-N-[(1S,2R)-1-fluoromethyl-2-hydroxy-2-(4-{6-[(methanesulfonylmethoxyamino)methyl]pyridin-3-yl}phenyl)ethyl]acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-difluoro-N-[(1S,2R)-1-fluoromethyl-2-hydroxy-2-(4-{6-[(methanesulfonylmethoxyamino)methyl]pyridin-3-yl}phenyl)ethyl]acetamide

There total 5 articles about 2,2-difluoro-N-[(1S,2R)-1-fluoromethyl-2-hydroxy-2-(4-{6-[(methanesulfonylmethoxyamino)methyl]pyridin-3-yl}phenyl)ethyl]acetamide 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:

2,2-difluoro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-(trimethylstannyl)phenyl)propan-2-yl)acetamide (1454906-65-0) + N-(5-bromopyridin-2-ylmethyl)-N-methoxymethane sulfonamide (1454907-06-2) → 2,2-difluoro-N-[(1S,2R)-1-fluoromethyl-2-hydroxy-2-(4-{6-[(methanesulfonylmethoxyamino)methyl]pyridin-3-yl}phenyl)ethyl]acetamide (1454904-49-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 5h; Inert atmosphere;

Reference yield:

5-bromo-2-(chloromethyl)pyridine (168823-76-5) → 2,2-difluoro-N-[(1S,2R)-1-fluoromethyl-2-hydroxy-2-(4-{6-[(methanesulfonylmethoxyamino)methyl]pyridin-3-yl}phenyl)ethyl]acetamide (1454904-49-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 60 °C

2: sodium hexamethyldisilazane / tetrahydrofuran / 16 h / 0 - 20 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane / 1-methyl-pyrrolidin-2-one / 5 h / 80 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; sodium hexamethyldisilazane; potassium carbonate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;

Reference yield:

N-(5-bromopyridin-2-ylmethyl)-O-methylhydroxylamine (1454907-05-1) → 2,2-difluoro-N-[(1S,2R)-1-fluoromethyl-2-hydroxy-2-(4-{6-[(methanesulfonylmethoxyamino)methyl]pyridin-3-yl}phenyl)ethyl]acetamide (1454904-49-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hexamethyldisilazane / tetrahydrofuran / 16 h / 0 - 20 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane / 1-methyl-pyrrolidin-2-one / 5 h / 80 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; sodium hexamethyldisilazane; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one;

upstream raw materials:

(5-bromopyridin-2-yl)methanol

5-bromo-2-(chloromethyl)pyridine

N-(5-bromopyridin-2-ylmethyl)-O-methylhydroxylamine

2,2-difluoro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-iodophenyl)propan-2-yl)acetamide