(R)-5-[2-((5S,6R)-6-Isopropyl-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxol-5-yl)-ethyl]-5-methyl-2-oxo-cyclohexanecarboxylic acid ethyl ester

Base Information

Chemical Name:(R)-5-[2-((5S,6R)-6-Isopropyl-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxol-5-yl)-ethyl]-5-methyl-2-oxo-cyclohexanecarboxylic acid ethyl ester
CAS No.:500002-06-2
Molecular Formula:C₂₅H₄₂O₅
Molecular Weight:422.605
Hs Code.:

Synonyms:(R)-5-[2-((5S,6R)-6-Isopropyl-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxol-5-yl)-ethyl]-5-methyl-2-oxo-cyclohexanecarboxylic acid ethyl ester

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Chemical Property of (R)-5-[2-((5S,6R)-6-Isopropyl-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxol-5-yl)-ethyl]-5-methyl-2-oxo-cyclohexanecarboxylic acid ethyl ester

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Technology Process of (R)-5-[2-((5S,6R)-6-Isopropyl-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxol-5-yl)-ethyl]-5-methyl-2-oxo-cyclohexanecarboxylic acid ethyl ester

There total 17 articles about (R)-5-[2-((5S,6R)-6-Isopropyl-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxol-5-yl)-ethyl]-5-methyl-2-oxo-cyclohexanecarboxylic acid ethyl ester 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: 99.0%

: 500002-03-9
(S)-5-[2-((5S,6R)-6-Isopropyl-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxol-5-yl)-ethyl]-5-methyl-2-oxo-cyclohex-3-enecarboxylic acid ethyl ester

: 500002-06-2
(R)-5-[2-((5S,6R)-6-Isopropyl-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxol-5-yl)-ethyl]-5-methyl-2-oxo-cyclohexanecarboxylic acid ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 1h; under 2068.65 Torr;
DOI:10.1021/ol026820t

Reference yield:

: 499797-48-7
(R)-7-[(1S,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-bicyclo[3.1.1]hept-2-yl]-5-methyl-heptan-2-ol

: 500002-06-2
(R)-5-[2-((5S,6R)-6-Isopropyl-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxol-5-yl)-ethyl]-5-methyl-2-oxo-cyclohexanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 93 percent / N-methylmorpholine N-oxide / RuCl₂(PPh₃)3 / acetone / 12 h

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 92 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

3.1: 92 percent / N-methylmorpholine N-oxide; OsO₄; pyridine / NaHCO₃ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 504000 h / 30 °C / pH 7

4.1: NaIO₄ / tetrahydrofuran / 4 h / 20 °C / pH 7

5.1: 19 g / KOH / methanol / 5 h

6.1: 98 percent / Bu₄NF / tetrahydrofuran / 24 h / 25 °C

7.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h

7.2: HMPA / tetrahydrofuran; various solvent(s) / 24 h

7.3: Bu₃SnH; AIBN / toluene / 8 h / 100 °C

8.1: OsO₄; NMO / tetrahydrofuran; H₂O / 24 h / pH 7

9.1: 0.86 g / p-toluenesulfonic acid / dimethylformamide / 1 h

10.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

10.2: 77 percent / HMPA / tetrahydrofuran; various solvent(s) / 2 h / -78 - 20 °C

11.1: 99 percent / H₂ / Pd/C / ethyl acetate / 1 h / 2068.65 Torr

With pyridine; potassium hydroxide; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; lithium diisopropyl amide; palladium on activated charcoal; tris(triphenylphosphine)ruthenium(II) chloride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1021/ol026820t

Reference yield:

: (S)-2-{2-[(1S,2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-bicyclo[3.1.1]hept-2-yl]-ethyl}-2-methyl-5-oxo-hexanal

: 500002-06-2
(R)-5-[2-((5S,6R)-6-Isopropyl-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxol-5-yl)-ethyl]-5-methyl-2-oxo-cyclohexanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 19 g / KOH / methanol / 5 h

2.1: 98 percent / Bu₄NF / tetrahydrofuran / 24 h / 25 °C

3.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h

3.2: HMPA / tetrahydrofuran; various solvent(s) / 24 h

3.3: Bu₃SnH; AIBN / toluene / 8 h / 100 °C

4.1: OsO₄; NMO / tetrahydrofuran; H₂O / 24 h / pH 7

5.1: 0.86 g / p-toluenesulfonic acid / dimethylformamide / 1 h

6.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 77 percent / HMPA / tetrahydrofuran; various solvent(s) / 2 h / -78 - 20 °C

7.1: 99 percent / H₂ / Pd/C / ethyl acetate / 1 h / 2068.65 Torr

With potassium hydroxide; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; toluene-4-sulfonic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol026820t