trans-(1'R,2S,2'R)-6-methyl-2-(4''-fluorobenzyl)hept-4-enoic acid (2'-hydroxy-1'-methyl-2-phenylethyl)methyl amide

Base Information

Chemical Name:trans-(1'R,2S,2'R)-6-methyl-2-(4''-fluorobenzyl)hept-4-enoic acid (2'-hydroxy-1'-methyl-2-phenylethyl)methyl amide
CAS No.:214286-60-9
Molecular Formula:C₂₅H₃₂FNO₂
Molecular Weight:397.533
Hs Code.:

Synonyms:trans-(1'R,2S,2'R)-6-methyl-2-(4''-fluorobenzyl)hept-4-enoic acid (2'-hydroxy-1'-methyl-2-phenylethyl)methyl amide

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Chemical Property of trans-(1'R,2S,2'R)-6-methyl-2-(4''-fluorobenzyl)hept-4-enoic acid (2'-hydroxy-1'-methyl-2-phenylethyl)methyl amide

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Technology Process of trans-(1'R,2S,2'R)-6-methyl-2-(4''-fluorobenzyl)hept-4-enoic acid (2'-hydroxy-1'-methyl-2-phenylethyl)methyl amide

There total 4 articles about trans-(1'R,2S,2'R)-6-methyl-2-(4''-fluorobenzyl)hept-4-enoic acid (2'-hydroxy-1'-methyl-2-phenylethyl)methyl amide 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:

: 61229-07-0
trans-6-methylhept-4-enoic acid

: 214286-60-9
trans-(1'R,2S,2'R)-6-methyl-2-(4''-fluorobenzyl)hept-4-enoic acid (2'-hydroxy-1'-methyl-2-phenylethyl)methyl amide

Guidance literature:: Multi-step reaction with 3 steps

1: 41 percent / SOCl₂ / CHCl₃ / 0.75 h / Heating

2: 56 percent / Et₃N / tetrahydrofuran / 0.25 h / 0 °C

3: 1.) LDA, LiCl / 1.) THF, hexane, a) -78 deg C, 1.75 h, b) 0 deg C, 20 min, c) 23 deg C, 5 min, 2.) THF, 0 deg C, 30 min

With thionyl chloride; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; chloroform;
DOI:10.1021/jm980537b

Reference yield:

: 112375-59-4
trans-6-methylhept-4-enoic acid chloride

: 214286-60-9
trans-(1'R,2S,2'R)-6-methyl-2-(4''-fluorobenzyl)hept-4-enoic acid (2'-hydroxy-1'-methyl-2-phenylethyl)methyl amide

Guidance literature:: Multi-step reaction with 2 steps

1: 56 percent / Et₃N / tetrahydrofuran / 0.25 h / 0 °C

2: 1.) LDA, LiCl / 1.) THF, hexane, a) -78 deg C, 1.75 h, b) 0 deg C, 20 min, c) 23 deg C, 5 min, 2.) THF, 0 deg C, 30 min

With triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jm980537b

Reference yield:

: 179617-47-1
trans-6-methyl-hept-4-enoic acid ethyl ester

: 214286-60-9
trans-(1'R,2S,2'R)-6-methyl-2-(4''-fluorobenzyl)hept-4-enoic acid (2'-hydroxy-1'-methyl-2-phenylethyl)methyl amide

Guidance literature:: Multi-step reaction with 4 steps

1: KOH / ethanol / 5 h / Heating

2: 41 percent / SOCl₂ / CHCl₃ / 0.75 h / Heating

3: 56 percent / Et₃N / tetrahydrofuran / 0.25 h / 0 °C

4: 1.) LDA, LiCl / 1.) THF, hexane, a) -78 deg C, 1.75 h, b) 0 deg C, 20 min, c) 23 deg C, 5 min, 2.) THF, 0 deg C, 30 min

With potassium hydroxide; thionyl chloride; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; chloroform;
DOI:10.1021/jm980537b