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

Base Information

• Chemical Name: 2,2-dichloro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-iodophenyl)propan-2-yl)acetamide
• CAS No.: 1400741-13-0
• Molecular Formula: C₁₁H₁₁Cl₂FINO₂
• Molecular Weight: 406.023
• Mol file: 1400741-13-0.mol

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

Chemical Property of 2,2-dichloro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-iodophenyl)propan-2-yl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-dichloro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-iodophenyl)propan-2-yl)acetamide

There total 5 articles about 2,2-dichloro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-iodophenyl)propan-2-yl)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: 53.0%

dichloroacethyl chloride (79-36-7) + (1R,2S)-2-amino-3-fluoro-1-(4-iodophenyl)propan-1-ol (927689-70-1) → 2,2-dichloro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-iodophenyl)propan-2-yl)acetamide (1400741-13-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 3h; Product distribution / selectivity;

Reference yield:

(1R,2S)-2-amino-3-fluoro-1-(4-iodophenyl)propan-1-ol (927689-70-1) + ethyl 1,1-dichloroacetate (535-15-9) → 2,2-dichloro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-iodophenyl)propan-2-yl)acetamide (1400741-13-0)

Guidance literature:

With triethylamine; In methanol; for 16h; Reflux;

Reference yield:

(1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol (119-62-0,716-61-0,2792-51-0,2792-52-1,2964-48-9,3689-55-2,63526-31-8,71115-69-0,140694-64-0) → 2,2-dichloro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-iodophenyl)propan-2-yl)acetamide (1400741-13-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium hydrogencarbonate / water; tetrahydrofuran / 0 - 20 °C

2.1: hydrogen / palladium 10% on activated carbon / methanol / 16 h / 20 °C

3.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C

3.2: 0 - 20 °C

4.1: sulfuric acid / 18 h / 105 °C

4.2: 20 °C / pH 13

5.1: triethylamine / 1,1-dichloroethane / Reflux

6.1: diethylamino-sulfur trifluoride / dichloromethane / -78 - 20 °C

7.1: hydrogenchloride; water; acetic acid / 16 h / 110 °C / Sealed tube

8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C

With hydrogenchloride; diethylamino-sulfur trifluoride; sulfuric acid; water; hydrogen; sodium hydrogencarbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium nitrite; palladium 10% on activated carbon; In tetrahydrofuran; methanol; 1,1-dichloroethane; dichloromethane; water;

upstream raw materials:

dichloroacethyl chloride

(1R,2S)-2-amino-3-fluoro-1-(4-iodophenyl)propan-1-ol

(1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol

N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)acetamide

Downstream raw materials:

2,2-dichloro-N-(1-fluoromethyl-2-hydroxy-2-{4-[6-(1-methyl-1H-tetrazol-5-yl)-pyridin-3-yl]-phenyl}-ethyl)-acetamide

N-{2-[4-(6-bromo-pyridin-3-yl)-phenyl]-1-fluoromethyl-2-hydroxy-ethyl}-2,2-dichloro-acetamide

tert-butyl 2-(4'-((1R,2S)-2-(2,2-dichloroacetamido)-3-fluoro-1-hydroxypropyl)-[1,1'-biphenyl]-4-yl)pyrrolidine-1-carboxylate

2,2-dichloro-N-((1R,2S)-3-fluoro-1-hydroxy-1-(4-(trimethylstannyl)phenyl)propan-2-yl)acetamide