AC-DL-PHE(2-F)-OME

Base Information

• Chemical Name: AC-DL-PHE(2-F)-OME
• CAS No.: 151073-66-4
• Molecular Formula: C₁₂H₁₄FNO₃
• Molecular Weight: 239.246
• Hs Code.: 2922498590
• Mol file: 151073-66-4.mol

Synonyms:DL-Phenylalanine,N-acetyl-2-fluoro-, methyl ester

Chemical Property of AC-DL-PHE(2-F)-OME

Chemical Property:

• Vapor Pressure: 2.45E-06mmHg at 25°C
• Refractive Index: 1.501
• Boiling Point: 391.5°Cat760mmHg
• PKA: 14.43±0.46(Predicted)
• Flash Point: 190.6°C
• PSA: 55.40000
• Density: 1.182g/cm³
• LogP: 1.43680

Purity/Quality:

98.5% ^*data from raw suppliers

AC-DL-PHE-(2-FLUORO)-OME 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of AC-DL-PHE(2-F)-OME

There total 22 articles about AC-DL-PHE(2-F)-OME 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: 100.0%

(Z)-2-Acetylamino-3-(2-fluoro-phenyl)-acrylic acid methyl ester → methyl (S)-2-acetamido-3-(2-fluorophenyl)propanoate (151073-66-4)

Guidance literature:

With (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene) rhodium(I) trifluoromethanesulfonate; hydrogen; In methanol; at 20 - 25 ℃; under 1551.4 Torr;

Reference yield: 100.0%

methyl (Z)-2-acetamido-3-(2-fluorophenyl)acrylate → methyl (S)-2-acetamido-3-(2-fluorophenyl)propanoate (151073-66-4)

Guidance literature:

With Rh⁽¹⁺⁾*2CH₄O*C₄H₁₂B^(1-)*C₃₄H₄₀O₂P₂; hydrogen; In methanol; at 22 ℃; for 0.166667h; under 750.075 Torr; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201200780

Reference yield: 97.0%

(Z)-2-Acetylamino-3-(2-fluoro-phenyl)-acrylic acid methyl ester → methyl (S)-2-acetamido-3-(2-fluorophenyl)propanoate (151073-66-4) + (R)-methyl 2-acetoamido-3-(o-fluorophenyl)propionate (151073-66-4)

Guidance literature:

With hydrogen; 1.1C₅₈H₃₄O₁₀^(4-)*4OZr⁽²⁺⁾*4H₂O*2Zr⁽⁴⁺⁾*4HO^(1-)*0.8C₈H₁₂ClIr*0.9C₆₀H₃₈NO₁₀P^(4-); In dichloromethane; at 25 ℃; for 20h; under 3750.38 Torr; Overall yield = 97 percent; enantioselective reaction;

DOI:10.1021/jacs.0c00637

upstream raw materials:

o-fluorobromobenzene

Methyl 2-acetamidoacrylate

(S)-N-acetylphenylalanine

2-Fluorobenzaldehyde

Refernces

• 1、 Zou, Yaping,Geng, Huiling,Zhang, Weicheng,Yu, Shichao,Zhang, Xumu. "Axially chiral electron-rich TunePhos-type ligand: synthesis and applications in asymmetric hydrogenation". . p. 5777 - 5779. Retrieved 2009.
• 2、 Jiang, Hong,Zhang, Wenqiang,Kang, Xing,Cao, Ziping,Chen, Xu,Liu, Yan,Cui, Yong. "Topology-Based Functionalization of Robust Chiral Zr-Based Metal-Organic Frameworks for Catalytic Enantioselective Hydrogenation". supporting information. p. 9642 - 9652. Retrieved 2020/07/02.