(1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl 4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-carboxylate

Base Information

Chemical Name:(1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl 4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-carboxylate
CAS No.:1361955-21-6
Molecular Formula:C₁₉H₃₂O₂S₂
Molecular Weight:356.594
Hs Code.:

Synonyms:(1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl 4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-carboxylate

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Chemical Property of (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl 4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-carboxylate

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Technology Process of (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl 4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-carboxylate

There total 3 articles about (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl 4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-carboxylate 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: 100.0%

: 1361955-09-0
C₁₃H₂₂O₂S₂

: 513-81-5
2,3-dimethyl-buta-1,3-diene

: 1361955-21-6
(1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl 4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-carboxylate

Guidance literature:: With copper(II) bis(trifluoromethanesulfonate); 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline]; In dichloromethane; at 20 ℃; Optical yield = 66 %de;
DOI:10.1080/10426507.2012.729113

Reference yield:

: 15356-60-2
(1S,2R,5S)-(+)-menthol

: 1361955-21-6
(1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl 4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,N-dimethyl-aniline / dichloromethane / 1.3 h / 20 °C / Cooling with ice

2.1: sulfur; triethylamine / acetonitrile / 2.5 h / 20 °C

2.2: 15 h / 20 °C

3.1: copper(II) bis(trifluoromethanesulfonate); 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline] / dichloromethane / 20 °C

With copper(II) bis(trifluoromethanesulfonate); sulfur; N,N-dimethyl-aniline; triethylamine; 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline]; In dichloromethane; acetonitrile; 3.1: Diels-Alder reaction;
DOI:10.1016/j.tet.2012.01.039

Reference yield:

: 7377-98-2,21758-29-2,27994-88-3,88644-14-8,106916-72-7,111957-92-7
(1S,3S,4R)-menthyl chloroacetate

: 1361955-21-6
(1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl 4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyran-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sulfur; triethylamine / acetonitrile / 2.5 h / 20 °C

1.2: 15 h / 20 °C

2.1: copper(II) bis(trifluoromethanesulfonate); 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline] / dichloromethane / 20 °C

With copper(II) bis(trifluoromethanesulfonate); sulfur; triethylamine; 2,2′-methylene bis[(4R,5S)-4,5-diphenyl-2-oxazoline]; In dichloromethane; acetonitrile; 2.1: Diels-Alder reaction;
DOI:10.1016/j.tet.2012.01.039