(3R,5S,6S)-6-(benzyloxy)-3,5-dimethyloctan-2-one

Base Information

Chemical Name:(3R,5S,6S)-6-(benzyloxy)-3,5-dimethyloctan-2-one
CAS No.:1360170-67-7
Molecular Formula:C₁₇H₂₆O₂
Molecular Weight:262.392
Hs Code.:

Synonyms:(3R,5S,6S)-6-(benzyloxy)-3,5-dimethyloctan-2-one

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Chemical Property of (3R,5S,6S)-6-(benzyloxy)-3,5-dimethyloctan-2-one

Chemical Property:

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Technology Process of (3R,5S,6S)-6-(benzyloxy)-3,5-dimethyloctan-2-one

There total 18 articles about (3R,5S,6S)-6-(benzyloxy)-3,5-dimethyloctan-2-one 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:

: C₁₇H₂₈O₂

: 1360170-67-7
(3R,5S,6S)-6-(benzyloxy)-3,5-dimethyloctan-2-one

Guidance literature:: With dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.11.013

Reference yield:

: 1360170-07-5
(2R,4S,5S)-5-(benzyloxy)-2,4-dimethylheptan-1-ol

: 1360170-67-7
(3R,5S,6S)-6-(benzyloxy)-3,5-dimethyloctan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2.1: magnesium / diethyl ether / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

2.3: 20 °C

3.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With magnesium; dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In diethyl ether; dichloromethane; 2.2: Grignard reaction;
DOI:10.1016/j.tetasy.2011.11.013

Reference yield:

: 1360170-47-3
(4S,5S)-4-ethyl-5-methyl-2-phenyl-1,3-dioxane

: 1360170-67-7
(3R,5S,6S)-6-(benzyloxy)-3,5-dimethyloctan-2-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -15 °C / Inert atmosphere

1.2: 2 h / 20 °C

2.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

3.1: titanium tetrachloride / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

4.1: methanol; sodium tetrahydroborate / 1 h / 0 °C / Inert atmosphere

5.1: 1H-imidazole / dichloromethane / 2 h / 0 °C / Inert atmosphere

6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

6.2: 0.5 h / 0 °C / Inert atmosphere

6.3: 0 - 20 °C / Inert atmosphere

7.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 2 h / Inert atmosphere; Reflux

8.1: methanol; toluene-4-sulfonic acid / 0.5 h / 0 - 20 °C / Inert atmosphere

9.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

10.1: magnesium / diethyl ether / 0.5 h / 0 - 20 °C / Inert atmosphere

10.2: 0 - 20 °C / Inert atmosphere

10.3: 20 °C

11.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; methanol; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; titanium tetrachloride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; mineral oil; 7.1: Barton-McCombie deoxygenation / 10.2: Grignard reaction;
DOI:10.1016/j.tetasy.2011.11.013