((2R,3S,4R,5R,6R)-3-(benzyloxy)-6-((R)-4-ethyl-2-oxooxazolidin-3-yl)-5-hexyl-4-tridecyltetrahydro-2H-pyran-2-yl)methyl pivalate

Base Information

Chemical Name:((2R,3S,4R,5R,6R)-3-(benzyloxy)-6-((R)-4-ethyl-2-oxooxazolidin-3-yl)-5-hexyl-4-tridecyltetrahydro-2H-pyran-2-yl)methyl pivalate
CAS No.:1402081-73-5
Molecular Formula:C₄₂H₇₁NO₆
Molecular Weight:686.029
Hs Code.:

Synonyms:((2R,3S,4R,5R,6R)-3-(benzyloxy)-6-((R)-4-ethyl-2-oxooxazolidin-3-yl)-5-hexyl-4-tridecyltetrahydro-2H-pyran-2-yl)methyl pivalate

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Chemical Property of ((2R,3S,4R,5R,6R)-3-(benzyloxy)-6-((R)-4-ethyl-2-oxooxazolidin-3-yl)-5-hexyl-4-tridecyltetrahydro-2H-pyran-2-yl)methyl pivalate

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Technology Process of ((2R,3S,4R,5R,6R)-3-(benzyloxy)-6-((R)-4-ethyl-2-oxooxazolidin-3-yl)-5-hexyl-4-tridecyltetrahydro-2H-pyran-2-yl)methyl pivalate

There total 9 articles about ((2R,3S,4R,5R,6R)-3-(benzyloxy)-6-((R)-4-ethyl-2-oxooxazolidin-3-yl)-5-hexyl-4-tridecyltetrahydro-2H-pyran-2-yl)methyl pivalate 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: 95.0%

: 1402081-74-6
((2R,3S,4R,5R,6R)-6-((R)-4-ethyl-2-oxooxazolidin-3-yl)-5-hexyl-3-hydroxy-4-tridecyltetrahydro-2H-pyran-2-yl)methyl pivalate

: 100-39-0
benzyl bromide

: 1402081-73-5
((2R,3S,4R,5R,6R)-3-(benzyloxy)-6-((R)-4-ethyl-2-oxooxazolidin-3-yl)-5-hexyl-4-tridecyltetrahydro-2H-pyran-2-yl)methyl pivalate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at -15 - 20 ℃; for 17h; Inert atmosphere;
DOI:10.1002/ejoc.201200513

Reference yield:

: 1402081-64-4
(2R,3R,4S)-methyl 2-((R)-4-ethyl-2-oxooxazolidin-3-yl)-3-hexyl-4-tridecyl-3,4-dihydro-2H-pyran-6-carboxylate

: 1402081-73-5
((2R,3S,4R,5R,6R)-3-(benzyloxy)-6-((R)-4-ethyl-2-oxooxazolidin-3-yl)-5-hexyl-4-tridecyltetrahydro-2H-pyran-2-yl)methyl pivalate

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate; diisobutylaluminium hydride / dichloromethane; toluene / 4 h / -78 - 20 °C / Inert atmosphere

2.1: dimethylsulfide borane complex / tetrahydrofuran / 25.5 h / 0 - 20 °C / Inert atmosphere

2.2: 1.5 h / Inert atmosphere; Reflux

3.1: pyridine / dichloromethane / 17 h / 0 - 20 °C / Inert atmosphere

4.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 17 h / -15 - 20 °C / Inert atmosphere

With pyridine; dimethylsulfide borane complex; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1002/ejoc.201200513

Reference yield:

: 1402081-70-2
(R)-4-ethyl-3-((2R,3R,4S)-3-hexyl-6-(hydroxymethyl)-4-tridecyl-3,4-dihydro-2H-pyran-2-yl)oxazolidin-2-one

: 1402081-73-5
((2R,3S,4R,5R,6R)-3-(benzyloxy)-6-((R)-4-ethyl-2-oxooxazolidin-3-yl)-5-hexyl-4-tridecyltetrahydro-2H-pyran-2-yl)methyl pivalate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 25.5 h / 0 - 20 °C / Inert atmosphere

1.2: 1.5 h / Inert atmosphere; Reflux

2.1: pyridine / dichloromethane / 17 h / 0 - 20 °C / Inert atmosphere

3.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 17 h / -15 - 20 °C / Inert atmosphere

With pyridine; dimethylsulfide borane complex; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/ejoc.201200513