(R)-5-acetamidomethyl-3-(3-fluoro-4-(3-formylpyrrol-1-yl)phenyl)isoxazoline

Base Information

• Chemical Name: (R)-5-acetamidomethyl-3-(3-fluoro-4-(3-formylpyrrol-1-yl)phenyl)isoxazoline
• CAS No.: 238743-06-1
• Molecular Formula: C₁₇H₁₆FN₃O₃
• Molecular Weight: 329.331
• Mol file: 238743-06-1.mol

Synonyms:(R)-5-acetamidomethyl-3-(3-fluoro-4-(3-formylpyrrol-1-yl)phenyl)isoxazoline

Chemical Property of (R)-5-acetamidomethyl-3-(3-fluoro-4-(3-formylpyrrol-1-yl)phenyl)isoxazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-acetamidomethyl-3-(3-fluoro-4-(3-formylpyrrol-1-yl)phenyl)isoxazoline

There total 4 articles about (R)-5-acetamidomethyl-3-(3-fluoro-4-(3-formylpyrrol-1-yl)phenyl)isoxazoline 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: 56.0%

pyrrole-3-carboxaldehyde (7126-39-8) + N-[3-(3,4-difluoro-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl]-acetamide (238743-48-1) → (R)-5-acetamidomethyl-3-(3-fluoro-4-(3-formylpyrrol-1-yl)phenyl)isoxazoline (238743-06-1)

Guidance literature:

pyrrole-3-carboxaldehyde; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

N-[3-(3,4-difluoro-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl]-acetamide; In N,N-dimethyl-formamide; at 65 ℃; for 6h; Further stages.;

DOI:10.1021/jm020248u

Reference yield:

N-allylacetamide (692-33-1) → (R)-5-acetamidomethyl-3-(3-fluoro-4-(3-formylpyrrol-1-yl)phenyl)isoxazoline (238743-06-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Et₃N / diethyl ether / 20 h / 20 °C

1.2: chiral HPLC on Chiralpak AD column

2.1: NaH / dimethylformamide / 0.5 h / 20 °C

2.2: 56 percent / dimethylformamide / 6 h / 65 °C

With sodium hydride; triethylamine; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm020248u

Reference yield:

3,4 difluorobenzaldehyde (34036-07-2) → (R)-5-acetamidomethyl-3-(3-fluoro-4-(3-formylpyrrol-1-yl)phenyl)isoxazoline (238743-06-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 89 percent / NH₂OH*HCl; aq. NaOH / ethanol

2.1: 96 percent / NCS; HCl / dimethylformamide / 2 h / 20 °C

3.1: Et₃N / diethyl ether / 20 h / 20 °C

3.2: chiral HPLC on Chiralpak AD column

4.1: NaH / dimethylformamide / 0.5 h / 20 °C

4.2: 56 percent / dimethylformamide / 6 h / 65 °C

With hydrogenchloride; sodium hydroxide; N-chloro-succinimide; hydroxylamine hydrochloride; sodium hydride; triethylamine; In diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm020248u

upstream raw materials:

pyrrole-3-carboxaldehyde

N-[3-(3,4-difluoro-phenyl)-4,5-dihydro-isoxazol-5-ylmethyl]-acetamide

N-allylacetamide

3,4 difluorobenzaldehyde

Downstream raw materials:

(R)-5-acetamidomethyl-3-(3-fluoro-4-(3-hydroxyiminopyrrol-1-yl)phenyl)isoxazoline