(2R,4R)-5-(benzyloxy)-4-methylpentane-1,2-diol

Base Information

Chemical Name:(2R,4R)-5-(benzyloxy)-4-methylpentane-1,2-diol
CAS No.:1312136-00-7
Molecular Formula:C₁₃H₂₀O₃
Molecular Weight:224.3
Hs Code.:

Synonyms:(2R,4R)-5-(benzyloxy)-4-methylpentane-1,2-diol

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Chemical Property of (2R,4R)-5-(benzyloxy)-4-methylpentane-1,2-diol

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Technology Process of (2R,4R)-5-(benzyloxy)-4-methylpentane-1,2-diol

There total 7 articles about (2R,4R)-5-(benzyloxy)-4-methylpentane-1,2-diol 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: 100.0%

: 1312136-36-9
C₁₆H₂₄O₃

: 1312136-00-7
(2R,4R)-5-(benzyloxy)-4-methylpentane-1,2-diol

Guidance literature:: With water; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 0 - 30 ℃; for 3h; under 80 Torr;
DOI:10.3390/molecules16075422

Reference yield:

: 322474-61-3
C₉H₁₆O₄

: 1312136-00-7
(2R,4R)-5-(benzyloxy)-4-methylpentane-1,2-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium hydroxide / tetrahydrofuran; water / 3 h / 0 °C / Inert atmosphere

1.2: pH 4 / Inert atmosphere

2.1: pivaloyl chloride; triethylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -40 °C / Inert atmosphere

3.2: 4 h / -20 °C / Inert atmosphere

4.1: lithium borohydride / tetrahydrofuran; methanol; water / 2.5 h / 0 - 20 °C / Inert atmosphere

4.2: 0 °C / Inert atmosphere

5.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

6.1: water; toluene-4-sulfonic acid / N,N-dimethyl-formamide / 3 h / 0 - 30 °C / 80 Torr

With lithium borohydride; water; pivaloyl chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; triethylamine; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 3.1: Evans asymmetric alkylation;
DOI:10.3390/molecules16075422

Reference yield:

: 1312136-34-7
(R)-4-benzyl-3-(3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-propanoyl)oxazolidin-2-one

: 1312136-00-7
(2R,4R)-5-(benzyloxy)-4-methylpentane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -40 °C / Inert atmosphere

1.2: 4 h / -20 °C / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran; methanol; water / 2.5 h / 0 - 20 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

4.1: water; toluene-4-sulfonic acid / N,N-dimethyl-formamide / 3 h / 0 - 30 °C / 80 Torr

With lithium borohydride; water; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1.1: Evans asymmetric alkylation;
DOI:10.3390/molecules16075422