(4R,5R)-2-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyloxy)phenyl]-4,5-dimethyl-[1,3]dioxane

Base Information

Chemical Name:(4R,5R)-2-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyloxy)phenyl]-4,5-dimethyl-[1,3]dioxane
CAS No.:871028-99-8
Molecular Formula:C₂₃H₂₁F₁₇O₃
Molecular Weight:668.391
Hs Code.:

Synonyms:

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Chemical Property of (4R,5R)-2-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyloxy)phenyl]-4,5-dimethyl-[1,3]dioxane

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Technology Process of (4R,5R)-2-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyloxy)phenyl]-4,5-dimethyl-[1,3]dioxane

There total 2 articles about (4R,5R)-2-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyloxy)phenyl]-4,5-dimethyl-[1,3]dioxane 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:

: 871028-96-5
4-nitrobenzoic acid (1R,2S)-2-ethoxycarbonyl-1-methylpropyl ester

: 871028-99-8
(4R,5R)-2-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyloxy)phenyl]-4,5-dimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / DIBAL / CH₂Cl₂; hexane / -65 - 20 °C

2: triethylamine / tetrahydrofuran / 16 h / 20 °C

3: trimethylsilyl triflate / CH₂Cl₂ / 12 h / -78 °C

With trimethylsilyl trifluoromethanesulfonate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 3: Noyori ketalization;
DOI:10.1021/jo051526a

Reference yield:

: 90026-54-3
(2S,3S)-1,2-dimethyl-1,3-propanediol

: 871028-99-8
(4R,5R)-2-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyloxy)phenyl]-4,5-dimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 16 h / 20 °C

2: trimethylsilyl triflate / CH₂Cl₂ / 12 h / -78 °C

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; dichloromethane; 2: Noyori ketalization;
DOI:10.1021/jo051526a

Reference yield:

: 871028-99-8
(4R,5R)-2-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyloxy)phenyl]-4,5-dimethyl-[1,3]dioxane

: (2R,6R,7R)-7-[4-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecyloxy)-benzyloxy]-2,6-dimethyl-octan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: DIBAL / CH₂Cl₂; hexane / 3 h / 0 °C

2.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

3.1: sodium hexamethyldisilazide / tetrahydrofuran

3.2: tetrahydrofuran

4.1: TBAF / tetrahydrofuran / 3 h / 20 °C

5.1: hydrazine; copper sulfate / ethanol / 20 h / 70 °C

With copper(I) sulfate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; copper(II) sulfate; hydrazine; In tetrahydrofuran; ethanol; hexane; dichloromethane; 2.1: Dess-Martin oxidation;
DOI:10.1021/jo051526a