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

Base Information

Chemical Name:(2R,4S,5S)-5-(benzyloxy)-2,4-dimethylheptan-1-ol
CAS No.:1360170-07-5
Molecular Formula:C₁₆H₂₆O₂
Molecular Weight:250.381
Hs Code.:

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

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Chemical Property of (2R,4S,5S)-5-(benzyloxy)-2,4-dimethylheptan-1-ol

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Technology Process of (2R,4S,5S)-5-(benzyloxy)-2,4-dimethylheptan-1-ol

There total 18 articles about (2R,4S,5S)-5-(benzyloxy)-2,4-dimethylheptan-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: 93.0%

: 1360170-62-2
((2R,4S,5S)-5-(benzyloxy)-2,4-dimethylheptyloxy)(tert-butyl)dimethylsilane

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

Guidance literature:: With methanol; toluene-4-sulfonic acid; at 0 - 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.11.013

Reference yield: 87.0%

: 1360170-36-0
(((3S,4S,6R)-7-(methoxymethoxy)-4,6-dimethylheptan-3-yloxy)methyl)benzene

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

Guidance literature:: With methanol; toluene-4-sulfonic acid; at 0 - 20 ℃; for 6h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.11.013

Reference yield:

: (2S,3S,4R)-3-(benzyloxy)-4-((S)-2,2-dimethyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol

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

Guidance literature:: Multi-step reaction with 9 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

2.1: ammonia; lithium / tetrahydrofuran / 0.17 h / -33 °C / Inert atmosphere

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

3.2: 0.5 h / 0 °C / Inert atmosphere

3.3: 0 - 20 °C / Inert atmosphere

4.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / toluene / 2 h / Inert atmosphere; Reflux

5.1: methanol; pyridinium p-toluenesulfonate / 3 h / 0 - 20 °C / Inert atmosphere

6.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere; Reflux

7.2: 0 °C

8.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere; Reflux

8.2: 4 h / Inert atmosphere; Reflux

9.1: methanol; toluene-4-sulfonic acid / 6 h / 0 - 20 °C / Inert atmosphere

With methanol; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); ammonia; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; lithium; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; toluene; mineral oil; 4.1: Barton-McCombie deoxygenation;
DOI:10.1016/j.tetasy.2011.11.013