(2R,3R,4R)-isopropyl 5-(benzyloxy)-2-fluoro-3-hydroxy-2-methyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate

Base Information

Chemical Name:(2R,3R,4R)-isopropyl 5-(benzyloxy)-2-fluoro-3-hydroxy-2-methyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate
CAS No.:1583260-48-3
Molecular Formula:C₂₅H₄₀FNO₅
Molecular Weight:453.595
Hs Code.:

Synonyms:(2R,3R,4R)-isopropyl 5-(benzyloxy)-2-fluoro-3-hydroxy-2-methyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate

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Chemical Property of (2R,3R,4R)-isopropyl 5-(benzyloxy)-2-fluoro-3-hydroxy-2-methyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate

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Technology Process of (2R,3R,4R)-isopropyl 5-(benzyloxy)-2-fluoro-3-hydroxy-2-methyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate

There total 1 articles about (2R,3R,4R)-isopropyl 5-(benzyloxy)-2-fluoro-3-hydroxy-2-methyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate 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: 79.0%

: 1637642-79-5
tert-butyl((2-fluoro-1-isopropoxyprop-1-en-1-yl)oxy)dimethylsilane

: 3-(benzyloxy)-2-(2,2,6,6-tetramethylpiperidin-1-yloxy)propanal

: 1583260-48-3
(2R,3R,4R)-isopropyl 5-(benzyloxy)-2-fluoro-3-hydroxy-2-methyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate

: isopropyl 5-(benzyloxy)-2-fluoro-3-hydroxy-2-methyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate

Guidance literature:: With titanium(IV) dichlorodiisopropylate; water; In dichloromethane; at -20 ℃; for 20h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ja502205q

Reference yield:

: 1583260-48-3
(2R,3R,4R)-isopropyl 5-(benzyloxy)-2-fluoro-3-hydroxy-2-methyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate

: 817204-33-4
(2'R)-2'-deoxy-2'-fluoro-2'-methylcytidine

Guidance literature:: Multi-step reaction with 8 steps

1.1: zinc; acetic acid / ethyl acetate; ethanol; water / 2 h / 20 °C / Sonication

1.2: 24 h / 20 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 1.25 h / 0 - 20 °C

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / -78 °C

4.1: dmap; pyridine / dichloromethane / -78 - 0 °C

5.1: tin(IV) chloride / chlorobenzene / 15 h / 70 °C

6.1: boron trichloride / dichloromethane / 1 h / -78 °C

7.1: hydrogenchloride / methanol; 1,4-dioxane / 0 - 20 °C

8.1: methanol / -40 - 20 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; methanol; dmap; boron trichloride; tin(IV) chloride; diisobutylaluminium hydride; acetic acid; zinc; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; ethyl acetate; chlorobenzene; toluene;
DOI:10.1021/ja502205q

Reference yield:

: 1583260-48-3
(2R,3R,4R)-isopropyl 5-(benzyloxy)-2-fluoro-3-hydroxy-2-methyl-4-(2,2,6,6-tetramethylpiperidin-1-yloxy)pentanoate

: 874638-98-9
N-(1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: zinc; acetic acid / ethyl acetate; ethanol; water / 2 h / 20 °C / Sonication

1.2: 24 h / 20 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 1.25 h / 0 - 20 °C

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / -78 °C

4.1: dmap; pyridine / dichloromethane / -78 - 0 °C

5.1: tin(IV) chloride / chlorobenzene / 15 h / 70 °C

6.1: boron trichloride / dichloromethane / 1 h / -78 °C

7.1: hydrogenchloride / methanol; 1,4-dioxane / 0 - 20 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; dmap; boron trichloride; tin(IV) chloride; diisobutylaluminium hydride; acetic acid; zinc; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; ethyl acetate; chlorobenzene; toluene;
DOI:10.1021/ja502205q