Benzenepropanol, b-fluoro-, (S)-

Base Information

• Chemical Name: Benzenepropanol, b-fluoro-, (S)-
• CAS No.: 141022-95-9
• Molecular Formula: C9H11FO
• Molecular Weight: 154.184
• Mol file: 141022-95-9.mol

Synonyms:

Chemical Property of Benzenepropanol, b-fluoro-, (S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenepropanol, b-fluoro-, (S)-

There total 10 articles about Benzenepropanol, b-fluoro-, (S)- 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: 98.0%

2-fluoro 3-phenyl prop-2-ene 1-ol (Z) (826-08-4,147410-59-1,24116-78-7) → (2S)-2-fluoro-3-phenylpropan-1-ol (141022-95-9)

Guidance literature:

With C₃₇H₄₁IrN₂PS⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-); hydrogen; In dichloromethane; at 20 ℃; for 24h; under 7500.75 Torr; enantioselective reaction;

DOI:10.1039/d0sc04032k

Reference yield: 91.0%

(S)-cyclohexyl 2-fluoro-3-phenylpropanoate → (2S)-2-fluoro-3-phenylpropan-1-ol (141022-95-9)

Guidance literature:

With lithium aluminium tetrahydride; for 0.5h;

DOI:10.1002/anie.201409473

Reference yield:

2-fluoro 3-phenyl prop-2-ene 1-ol (Z) (826-08-4,147410-59-1,24116-78-7) → (2R)-2-fluoro-3-phenylpropan-1-ol + (2S)-2-fluoro-3-phenylpropan-1-ol (141022-95-9) + 3-Phenyl-1-propanol (122-97-4)

Guidance literature:

With hydrogen; chiral Iridium catalyst; In dichloromethane; at 20 ℃; for 24h; under 15001.2 Torr; Title compound not separated from byproducts;

DOI:10.1021/ja0686763

upstream raw materials:

3-phenyl-propionaldehyde

2-fluoro 3-phenyl prop-2-ene 1-ol (Z)

ethyl (Z)-2-fluoro-3-phenylacrylate

(E)-2-fluoro-3-phenylprop-2-en-1-ol

Downstream raw materials:

(S)-(-)-2-fluoro-3-phenylpropionaldehyde

(S)-2-fluoro-3-phenylpropionic acid

Refernces

• 1、 Li, Fangyi,Wu, Zijun,Wang, Jian. "Oxidative enantioselective α-fluorination of aliphatic aldehydes enabled by N-heterocyclic carbene catalysis". . p. 656 - 659. Retrieved 2015/03/04.
• 2、 Kaukoranta, Paeivi,Engman, Mattias,Hedberg, Christian,Bergquist, Jonas,Andersson, Pher G.. "Iridium catalysts with chiral imidazole-phosphine ligands for asymmetric hydrogenation of vinyl fluorides and other olefins". supporting information; experimental part. p. 1168 - 1176. Retrieved 2009/05/27.