methylthiocarbamic acid (S)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester

Base Information

Chemical Name:methylthiocarbamic acid (S)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester
CAS No.:1292296-73-1
Molecular Formula:C₁₇H₁₆F₃NOS
Molecular Weight:339.381
Hs Code.:

Synonyms:methylthiocarbamic acid (S)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester

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Chemical Property of methylthiocarbamic acid (S)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester

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Technology Process of methylthiocarbamic acid (S)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester

There total 4 articles about methylthiocarbamic acid (S)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester 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:

: 1292296-62-8
C₁₇H₁₆F₃NOS

: methylthiocarbamic acid (R)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester

: 1292296-73-1
methylthiocarbamic acid (S)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester

Guidance literature:: C₁₇H₁₆F₃NOS; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexanes; at -78 ℃; for 15h;

With propionic acid; In tetrahydrofuran; hexanes; at -78 - 20 ℃; optical yield given as %ee; stereospecific reaction;
DOI:10.1039/c0cc04912c

Reference yield:

: 454-91-1,68120-40-1,127852-24-8,96789-80-9
(S)-1-(3-trifluoromethylphenyl)ethanol

: methylthiocarbamic acid (R)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester

: 1292296-73-1
methylthiocarbamic acid (S)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride; triethylamine; N,N-dimethyl-formamide / dichloromethane / 18 h / 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / Reflux

2.3: 18 h

3.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran; hexanes / 15 h / -78 °C

3.2: -78 - 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; 2,2,6,6-tetramethylpiperidinyl-lithium; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; hexanes; diethyl ether; dichloromethane;
DOI:10.1039/c0cc04912c

Reference yield:

: 349-76-8
3'-(trifluoromethyl)acetophenone

: methylthiocarbamic acid (R)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester

: 1292296-73-1
methylthiocarbamic acid (S)-1-phenyl-1-(3-trifluoromethylphenyl)ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); formic acid; triethylamine / 72 h

2.1: oxalyl dichloride; triethylamine; N,N-dimethyl-formamide / dichloromethane / 18 h / 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / Reflux

3.3: 18 h

4.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran; hexanes / 15 h / -78 °C

4.2: -78 - 20 °C

With lithium aluminium tetrahydride; [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); formic acid; oxalyl dichloride; 2,2,6,6-tetramethylpiperidinyl-lithium; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; hexanes; diethyl ether; dichloromethane;
DOI:10.1039/c0cc04912c