(2R,4S)-2-(benzyloxymethyl)-6-methoxy-4-methyl-2-undecyltetrahydro-2H-pyran

Base Information

Chemical Name:(2R,4S)-2-(benzyloxymethyl)-6-methoxy-4-methyl-2-undecyltetrahydro-2H-pyran
CAS No.:1361229-19-7
Molecular Formula:C₂₆H₄₄O₃
Molecular Weight:404.634
Hs Code.:

Synonyms:(2R,4S)-2-(benzyloxymethyl)-6-methoxy-4-methyl-2-undecyltetrahydro-2H-pyran

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Chemical Property of (2R,4S)-2-(benzyloxymethyl)-6-methoxy-4-methyl-2-undecyltetrahydro-2H-pyran

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Technology Process of (2R,4S)-2-(benzyloxymethyl)-6-methoxy-4-methyl-2-undecyltetrahydro-2H-pyran

There total 7 articles about (2R,4S)-2-(benzyloxymethyl)-6-methoxy-4-methyl-2-undecyltetrahydro-2H-pyran 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: 43.0%

: 1361229-15-3
(R)-4-(benzyloxymethyl)-1-(1,3-dioxan-2-yl)-2-methylpentadecan-4-ol

: 1361229-19-7
(2R,4S)-2-(benzyloxymethyl)-6-methoxy-4-methyl-2-undecyltetrahydro-2H-pyran

: 1361229-20-0
(2R,4R)-2-(benzyloxymethyl)-6-methoxy-4-methyl-2-undecyltetrahydro-2H-pyran

Guidance literature:: With zirconium(IV) chloride; In methanol; at 50 ℃; for 0.05h; Microwave irradiation;
DOI:10.1002/ejoc.201101190

Reference yield:

: 1174715-97-9
(R)-2-[(benzyloxy)methyl]-2-undecyloxirane

: 1361229-19-7
(2R,4S)-2-(benzyloxymethyl)-6-methoxy-4-methyl-2-undecyltetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide / tetrahydrofuran / 2 h / -35 °C

2: zirconium(IV) chloride / methanol / 0.05 h / 50 °C / Microwave irradiation

With copper(l) iodide; zirconium(IV) chloride; In tetrahydrofuran; methanol; 1: Grignard ring opening reaction;
DOI:10.1002/ejoc.201101190

Reference yield:

: 693-67-4
bromoundecane

: 1361229-19-7
(2R,4S)-2-(benzyloxymethyl)-6-methoxy-4-methyl-2-undecyltetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogen; sodium hydride / tetrahydrofuran / 24 h / Inert atmosphere; Reflux

2.1: potassium carbonate / water / 80 °C

3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1.67 h / -30 °C / Inert atmosphere

4.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 0.5 h / -35 °C / Molecular sieve; Inert atmosphere

4.2: 20 h / -25 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

5.2: 1.5 h / 0 - 20 °C / Inert atmosphere

6.1: copper(l) iodide / tetrahydrofuran / 2 h / -35 °C

7.1: zirconium(IV) chloride / methanol / 0.05 h / 50 °C / Microwave irradiation

With titanium(IV) isopropylate; copper(l) iodide; L-(+)-diisopropyl tartrate; hydrogen; zirconium(IV) chloride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 2.1: Horner-Wadsworth-Emmons olefination / 4.1: Sharpless epoxidation / 4.2: Sharpless epoxidation / 6.1: Grignard ring opening reaction;
DOI:10.1002/ejoc.201101190