rac-(E)-S-[1-(3-phenylprop-2-enyl)cyclohex-2-enyl] N,N-diisopropylmonothiocarbamate

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Chemical Name:rac-(E)-S-[1-(3-phenylprop-2-enyl)cyclohex-2-enyl] N,N-diisopropylmonothiocarbamate
CAS No.:479635-97-7
Molecular Formula:C₂₂H₃₁NOS
Molecular Weight:357.56
Hs Code.:

Synonyms:rac-(E)-S-[1-(3-phenylprop-2-enyl)cyclohex-2-enyl] N,N-diisopropylmonothiocarbamate

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Chemical Property of rac-(E)-S-[1-(3-phenylprop-2-enyl)cyclohex-2-enyl] N,N-diisopropylmonothiocarbamate

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Technology Process of rac-(E)-S-[1-(3-phenylprop-2-enyl)cyclohex-2-enyl] N,N-diisopropylmonothiocarbamate

There total 3 articles about rac-(E)-S-[1-(3-phenylprop-2-enyl)cyclohex-2-enyl] N,N-diisopropylmonothiocarbamate 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: 90.0%

: 4392-24-9
Cinnamyl bromide

: 51861-45-1
S-(2-cyclohexenyl) N,N-diisopropylmonothiocarbamate

: 479635-97-7
rac-(E)-S-[1-(3-phenylprop-2-enyl)cyclohex-2-enyl] N,N-diisopropylmonothiocarbamate

Guidance literature:: S-(2-cyclohexenyl) N,N-diisopropylmonothiocarbamate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 0.75h;

Cinnamyl bromide; In diethyl ether; hexane; cyclohexane; at -78 - 0 ℃; Further stages.;
DOI:10.1021/ol0266828

Reference yield:

: 19009-39-3
N,N-diisopropylcarbamoyl chloride

: 479635-97-7
rac-(E)-S-[1-(3-phenylprop-2-enyl)cyclohex-2-enyl] N,N-diisopropylmonothiocarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 1.5 h / 20 °C

1.2: 82 percent / tetrahydrofuran / 17 h / 80 °C

2.1: sec-butyllithium; N,N,N',N'-tetramethylethylenediamine / diethyl ether; hexane; cyclohexane / 0.75 h / -78 °C

2.2: 90 percent / diethyl ether; hexane; cyclohexane / -78 - 0 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; cyclohexane;
DOI:10.1021/ol0266828

Reference yield:

: 19756-08-2
cyclohex-2-ene-1-thiol

: 479635-97-7
rac-(E)-S-[1-(3-phenylprop-2-enyl)cyclohex-2-enyl] N,N-diisopropylmonothiocarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 1.5 h / 20 °C

1.2: 82 percent / tetrahydrofuran / 17 h / 80 °C

2.1: sec-butyllithium; N,N,N',N'-tetramethylethylenediamine / diethyl ether; hexane; cyclohexane / 0.75 h / -78 °C

2.2: 90 percent / diethyl ether; hexane; cyclohexane / -78 - 0 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; cyclohexane;
DOI:10.1021/ol0266828