N-Acetyl-3-(2,6-difluoro-phenyl)-D-alanine

Base Information

• Chemical Name: N-Acetyl-3-(2,6-difluoro-phenyl)-D-alanine
• CAS No.: 266360-56-9
• Molecular Formula: C11H11F2NO3
• Molecular Weight: 243.07
• Mol file: 266360-56-9.mol

Synonyms:(R)-2-Acetylamino-3-(2,6-difluoro-phenyl)-propionic acid;N-Acetyl-3-(2,6-difluoro-phenyl)-D-alanine;

Chemical Property of N-Acetyl-3-(2,6-difluoro-phenyl)-D-alanine

Chemical Property:

• Vapor Pressure: 1.07E-08mmHg at 25°C
• Refractive Index: 1.517
• Boiling Point: 444.907 °C at 760 mmHg
• PKA: 3.55±0.15(Predicted)
• Flash Point: 222.872 °C
• PSA: 66.40000
• Density: 1.343 g/cm³
• LogP: 1.48750
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-?2,?6-?difluoro-D-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Acetyl-3-(2,6-difluoro-phenyl)-D-alanine

There total 4 articles about N-Acetyl-3-(2,6-difluoro-phenyl)-D-alanine 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-acetylamino-3-(2,6-difluoro-phenyl)-propionic acid (266360-50-3) → (2S)-2-amino-3-(2,6-difluorophenyl)propanoic acid (33787-05-2,266360-62-7) + (R)-2-Acetylamino-3-(2,6-difluoro-phenyl)-propionic acid (266360-56-9)

Guidance literature:

With sodium hydroxide; Aspergillus genus acylase; sodium acetate; In water; at 38 ℃; for 48h; pH=8.0;

DOI:10.1016/S0040-4039(99)02191-7

Reference yield:

2,6-Difluorobenzyl bromide (85118-00-9) → (R)-2-Acetylamino-3-(2,6-difluoro-phenyl)-propionic acid (266360-56-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / NaOEt / ethanol / 2 h / Heating

2: 2M NaOH / methanol; H₂O / 3 h / 40 °C

3: 92 percent / p-xylene / 2 h / Heating

4: Aspergillus genus acylase; 0.2 M AcONa; 0.2 M NaOH / H₂O / 48 h / 38 °C / pH 8.0

With sodium hydroxide; Aspergillus genus acylase; sodium ethanolate; sodium acetate; In methanol; ethanol; para-xylene; water; 1: Alkylation / 2: Hydrolysis / 3: Decarboxylation / 4: Deacetylation;

DOI:10.1016/S0040-4039(99)02191-7

Reference yield:

2-acetylamino-2-(2,6-difluoro-benzyl)-malonic acid → (R)-2-Acetylamino-3-(2,6-difluoro-phenyl)-propionic acid (266360-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / p-xylene / 2 h / Heating

2: Aspergillus genus acylase; 0.2 M AcONa; 0.2 M NaOH / H₂O / 48 h / 38 °C / pH 8.0

With sodium hydroxide; Aspergillus genus acylase; sodium acetate; In para-xylene; water; 1: Decarboxylation / 2: Deacetylation;

DOI:10.1016/S0040-4039(99)02191-7

upstream raw materials:

2-acetylamino-3-(2,6-difluoro-phenyl)-propionic acid

2,6-Difluorobenzyl bromide

diethyl α-acetamido, α-(2,6-difluorobenzyl)malonate

Downstream raw materials:

(R)-2-Amino-3-(2,6-difluoro-phenyl)-propionic acid

Refernces