(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,3R)-tetrahydro-3-methyl-2H-thiopyran-1,1-dioxide-2-carboxylate

Base Information

Chemical Name:(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,3R)-tetrahydro-3-methyl-2H-thiopyran-1,1-dioxide-2-carboxylate
CAS No.:1424362-30-0
Molecular Formula:C₁₇H₃₀O₄S
Molecular Weight:330.489
Hs Code.:

Synonyms:(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,3R)-tetrahydro-3-methyl-2H-thiopyran-1,1-dioxide-2-carboxylate

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Chemical Property of (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,3R)-tetrahydro-3-methyl-2H-thiopyran-1,1-dioxide-2-carboxylate

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Technology Process of (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,3R)-tetrahydro-3-methyl-2H-thiopyran-1,1-dioxide-2-carboxylate

There total 4 articles about (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,3R)-tetrahydro-3-methyl-2H-thiopyran-1,1-dioxide-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: 94.0%

: 1424362-24-2
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-(pentylsulfonyl)diazoacetate

: 1424362-30-0
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,3R)-tetrahydro-3-methyl-2H-thiopyran-1,1-dioxide-2-carboxylate

Guidance literature:: With dirhodium(II) tetrakis[(S)-N-phthaloyl-tert-leucinate]; In dichloromethane; at 20 ℃; for 12h; diastereoselective reaction;
DOI:10.1016/j.tetasy.2012.12.002

Reference yield:

: 2-(pentylsulfonyl)acetic acid

: 1424362-30-0
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,3R)-tetrahydro-3-methyl-2H-thiopyran-1,1-dioxide-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; benzoyl chloride; triethylamine / tetrahydrofuran / 6 h / 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene; Methanesulfonyl azide / tetrahydrofuran / 1 h / -45 °C

3: dirhodium(II) tetrakis[(S)-N-phthaloyl-tert-leucinate] / dichloromethane / 12 h / 20 °C

With dmap; dirhodium(II) tetrakis[(S)-N-phthaloyl-tert-leucinate]; benzoyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; Methanesulfonyl azide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2012.12.002

Reference yield:

: 921755-18-2
ethyl 2-(pentylsulfonyl)acetate

: 1424362-30-0
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,3R)-tetrahydro-3-methyl-2H-thiopyran-1,1-dioxide-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium hydroxide / methanol / 3 h / 20 °C

2: dmap; benzoyl chloride; triethylamine / tetrahydrofuran / 6 h / 20 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene; Methanesulfonyl azide / tetrahydrofuran / 1 h / -45 °C

4: dirhodium(II) tetrakis[(S)-N-phthaloyl-tert-leucinate] / dichloromethane / 12 h / 20 °C

With dmap; dirhodium(II) tetrakis[(S)-N-phthaloyl-tert-leucinate]; benzoyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; Methanesulfonyl azide; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tetasy.2012.12.002