(2R)-2-[(1S,2R,5S)-2-methyl-5-(2-methyl[1,3]dioxolan-2-yl)cyclohexyl]propan-1-ol

Base Information

Chemical Name:(2R)-2-[(1S,2R,5S)-2-methyl-5-(2-methyl[1,3]dioxolan-2-yl)cyclohexyl]propan-1-ol
CAS No.:247255-17-0
Molecular Formula:C₁₄H₂₆O₃
Molecular Weight:242.359
Hs Code.:

Synonyms:(2R)-2-[(1S,2R,5S)-2-methyl-5-(2-methyl[1,3]dioxolan-2-yl)cyclohexyl]propan-1-ol

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Chemical Property of (2R)-2-[(1S,2R,5S)-2-methyl-5-(2-methyl[1,3]dioxolan-2-yl)cyclohexyl]propan-1-ol

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Technology Process of (2R)-2-[(1S,2R,5S)-2-methyl-5-(2-methyl[1,3]dioxolan-2-yl)cyclohexyl]propan-1-ol

There total 6 articles about (2R)-2-[(1S,2R,5S)-2-methyl-5-(2-methyl[1,3]dioxolan-2-yl)cyclohexyl]propan-1-ol 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: 96.0%

: 107-21-1
ethylene glycol

: 247255-16-9
1-{(1S,3S,4R)-3-[(1R)-2-hydroxy-1-methylethyl]-4-methylcyclohexyl}ethanone

: 247255-17-0
(2R)-2-[(1S,2R,5S)-2-methyl-5-(2-methyl[1,3]dioxolan-2-yl)cyclohexyl]propan-1-ol

Guidance literature:: With pyridinium p-toluenesulfonate; In toluene; for 12h; Heating;
DOI:10.1002/(sici)1099-0690(199908)1999:8<1803::aid-ejoc1803>3.0.co;2-l

Reference yield:

: 247255-12-5
2-[(2R,5R)-5-isopropenyl-2-methylcyclohexyl]propan-1-ol

: 247255-17-0
(2R)-2-[(1S,2R,5S)-2-methyl-5-(2-methyl[1,3]dioxolan-2-yl)cyclohexyl]propan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / pyridine / 15 h / 20 °C

2: 58 percent / OsO₄; KIO₄ / tetrahydrofuran; H₂O / 24 h / 45 °C

3: 96 percent / K₂CO₃ / methanol / 40 h / 20 °C

4: 96 percent / PPTS / toluene / 12 h / Heating

With pyridine; osmium(VIII) oxide; potassium metaperiodate; pyridinium p-toluenesulfonate; potassium carbonate; In tetrahydrofuran; methanol; water; toluene; 1: Acetylation / 2: Oxidation / 3: Deacetylation / 4: Condensation;
DOI:10.1002/(sici)1099-0690(199908)1999:8<1803::aid-ejoc1803>3.0.co;2-l

Reference yield:

: methyl [(2R,5R)-5-isopropenyl-2-methylcyclohexyl]acetate

: 247255-17-0
(2R)-2-[(1S,2R,5S)-2-methyl-5-(2-methyl[1,3]dioxolan-2-yl)cyclohexyl]propan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

1.2: 91 percent / DMPU / tetrahydrofuran / 0.5 h / -78 °C

2.1: 92 percent / LiAlH₄ / tetrahydrofuran / 4 h / 20 °C

3.1: 81 percent / pyridine / 15 h / 20 °C

4.1: 58 percent / OsO₄; KIO₄ / tetrahydrofuran; H₂O / 24 h / 45 °C

5.1: 96 percent / K₂CO₃ / methanol / 40 h / 20 °C

6.1: 96 percent / PPTS / toluene / 12 h / Heating

With pyridine; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; potassium metaperiodate; pyridinium p-toluenesulfonate; potassium carbonate; diisopropylamine; In tetrahydrofuran; methanol; water; toluene; 1.1: Metallation / 1.2: Methylation / 2.1: Hydrogenolysis / 3.1: Acetylation / 4.1: Oxidation / 5.1: Deacetylation / 6.1: Condensation;
DOI:10.1002/(sici)1099-0690(199908)1999:8<1803::aid-ejoc1803>3.0.co;2-l