5β-isopropyl-2β-[1α-(4-methoxy-benzyloxy)-3-oxo-pentyl]-2α-methyl-cyclohexanone

Base Information

Chemical Name:5β-isopropyl-2β-[1α-(4-methoxy-benzyloxy)-3-oxo-pentyl]-2α-methyl-cyclohexanone
CAS No.:741259-11-0
Molecular Formula:C₂₃H₃₄O₄
Molecular Weight:374.521
Hs Code.:

Synonyms:5β-isopropyl-2β-[1α-(4-methoxy-benzyloxy)-3-oxo-pentyl]-2α-methyl-cyclohexanone

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Chemical Property of 5β-isopropyl-2β-[1α-(4-methoxy-benzyloxy)-3-oxo-pentyl]-2α-methyl-cyclohexanone

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Technology Process of 5β-isopropyl-2β-[1α-(4-methoxy-benzyloxy)-3-oxo-pentyl]-2α-methyl-cyclohexanone

There total 6 articles about 5β-isopropyl-2β-[1α-(4-methoxy-benzyloxy)-3-oxo-pentyl]-2α-methyl-cyclohexanone 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:

: 873804-31-0
(2R,5R)-2-[(S)-3-Hydroxy-1-(4-methoxy-benzyloxy)-pentyl]-5-isopropyl-2-methyl-cyclohexanone

: 741259-11-0
5β-isopropyl-2β-[1α-(4-methoxy-benzyloxy)-3-oxo-pentyl]-2α-methyl-cyclohexanone

Guidance literature:: With pyridine; silica gel; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1016/j.tet.2004.05.056

Reference yield:

: 6485-40-1,2244-16-8
(R)-Carvone

: 741259-11-0
5β-isopropyl-2β-[1α-(4-methoxy-benzyloxy)-3-oxo-pentyl]-2α-methyl-cyclohexanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: H₂ / Pd/C / ethanol / 30 h

1.2: 90 percent / NEt₃ / dimethylformamide / 48 h / Heating

2.1: 670 mg / TiCl₄ / CH₂Cl₂ / -78 - -40 °C

3.1: 85 percent / p-TsOH / CH₂Cl₂ / 24 h / 20 °C

4.1: NaOH / methanol / 3 h / 0 °C

5.1: 1.06 g / PCC; pyridine; SiO₂ / CH₂Cl₂ / 20 °C

6.1: tetrahydrofuran / 0.5 h / -78 °C

7.1: 880 mg / PCC; pyridine; SiO₂ / CH₂Cl₂ / 48 h / 20 °C

With pyridine; sodium hydroxide; hydrogen; silica gel; titanium tetrachloride; toluene-4-sulfonic acid; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 2.1: Mukaiyama aldol reaction;
DOI:10.1016/j.tet.2004.05.056

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 741259-11-0
5β-isopropyl-2β-[1α-(4-methoxy-benzyloxy)-3-oxo-pentyl]-2α-methyl-cyclohexanone

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / p-TsOH / CH₂Cl₂ / 24 h / 20 °C

2: NaOH / methanol / 3 h / 0 °C

3: 1.06 g / PCC; pyridine; SiO₂ / CH₂Cl₂ / 20 °C

4: tetrahydrofuran / 0.5 h / -78 °C

5: 880 mg / PCC; pyridine; SiO₂ / CH₂Cl₂ / 48 h / 20 °C

With pyridine; sodium hydroxide; silica gel; toluene-4-sulfonic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2004.05.056