(R)-1,1,1-trifluoro-2-hydroxy-3-phenylpropane

Base Information

• Chemical Name: (R)-1,1,1-trifluoro-2-hydroxy-3-phenylpropane
• CAS No.: 108535-39-3
• Molecular Formula: C₉H₉F₃O
• Molecular Weight: 190.165
• Mol file: 108535-39-3.mol

Synonyms:

Chemical Property of (R)-1,1,1-trifluoro-2-hydroxy-3-phenylpropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1,1,1-trifluoro-2-hydroxy-3-phenylpropane

There total 28 articles about (R)-1,1,1-trifluoro-2-hydroxy-3-phenylpropane 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: 97.0%

1,1,1-Trifluoro-3-phenylpropan-2-one (350-92-5) → α-trifluoromethyl-β-phenylethanol (108535-39-3,121960-72-3,330-72-3)

Guidance literature:

With hydrogen; [Rh((S)-Cy,Cy-oxoProNOP)OCOCF₃]2; In toluene; at 30 ℃; for 20h; under 15201 Torr;

DOI:10.1021/ol006962s

Reference yield: 78.0%

1,1,1-trifluoro-2,3-epoxypropane (359-41-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → α-trifluoromethyl-β-phenylethanol (108535-39-3,121960-72-3,330-72-3)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1055/s-2007-977423

Reference yield: 74.0%

1,1,1-Trifluoro-3-phenylpropan-2-one (350-92-5) → (S)-1,1,1-trifluoro-2-hydroxy-3-phenylpropane (330-72-3,108535-39-3,121960-72-3)

Guidance literature:

With Cyclopentanol; dried cells of Geotrichum candidum IFO 4597 (APG₄); NAD; at 30 ℃; for 20h; pH=7.0; Enzymatic reaction;

DOI:10.1021/jo991283k

upstream raw materials:

2,2,2-Trifluoroacetaldehyde

benzylmagnesium chloride

1,1,1-Trifluoro-3-phenylpropan-2-one

allylmagnesium bromide

Downstream raw materials:

1,1,1-Trifluoro-3-phenylpropan-2-one

Refernces

• 1、 Vitale, Paola,Abbinante, Vincenzo Mirco,Perna, Filippo Maria,Salomone, Antonio,Cardellicchio, Cosimo,Capriati, Vito. "Unveiling the Hidden Performance of Whole Cells in the Asymmetric Bioreduction of Aryl-containing Ketones in Aqueous Deep Eutectic Solvents". . p. 1049 - 1057. Retrieved 2017.
• 2、 Prakash, G. K. Surya,Linares-Palomino, Pablo J.,Glinton, Kevin,Chacko, Sujith,Rasul, Golam,Mathew, Thomas,Olah, George A.. "Friedel-Crafts alkylations of arenes with mono- and bis(trifluoromethyl) oxiranes in superacid medium: Facile synthesis of α-(trifluoromethyl)- and α,α-bis(trifluoromethyl)-β-arylethanols". . p. 1158 - 1162. Retrieved 2007.
• 3、 Brüning, Fabian,Nagae, Haruki,K?ch, Daniel,Mashima, Kazushi,Togni, Antonio. "Asymmetric Hydrogenation of Aryl Perfluoroalkyl Ketones Catalyzed by Rhodium(III) Monohydride Complexes Bearing Josiphos Ligands". supporting information. p. 10818 - 10822. Retrieved 2019/07/31.