(1S)-1,5-Anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-deoxy-6-[2-(furan-2-ylcarbonyl)-hydrazinyl]-d-glucitol

Base Information

Chemical Name:(1S)-1,5-Anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-deoxy-6-[2-(furan-2-ylcarbonyl)-hydrazinyl]-d-glucitol
CAS No.:1443356-45-3
Molecular Formula:C₂₆H₂₉ClN₂O₇
Molecular Weight:516.978
Hs Code.:

Synonyms:(1S)-1,5-Anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-deoxy-6-[2-(furan-2-ylcarbonyl)-hydrazinyl]-d-glucitol

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Chemical Property of (1S)-1,5-Anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-deoxy-6-[2-(furan-2-ylcarbonyl)-hydrazinyl]-d-glucitol

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Technology Process of (1S)-1,5-Anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-deoxy-6-[2-(furan-2-ylcarbonyl)-hydrazinyl]-d-glucitol

There total 8 articles about (1S)-1,5-Anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-deoxy-6-[2-(furan-2-ylcarbonyl)-hydrazinyl]-d-glucitol 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: 67.0%

: N'-[{(2R,3S,4R,5R,6S)-6-[4-chloro-3-(4-ethoxybenzyl)phenyl]-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl}methylidene]furan-2-carbohydrazide

: 1443356-45-3
(1S)-1,5-Anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-deoxy-6-[2-(furan-2-ylcarbonyl)-hydrazinyl]-d-glucitol

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride; In methanol; water; at 0 ℃; for 2h; pH=1 - 3;
DOI:10.1016/j.ejmech.2017.11.019

Reference yield:

: 1443342-36-6
C₂₇H₂₉ClO₉

: 1443356-45-3
(1S)-1,5-Anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-deoxy-6-[2-(furan-2-ylcarbonyl)-hydrazinyl]-d-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1: ethanol / 2 h / 20 °C

2: lithium hydroxide; water / dichloromethane; methanol; tetrahydrofuran / 2 h / 0 °C

3: hydrogenchloride; sodium cyanoborohydride / methanol; water / 2 h / 0 °C / pH 1 - 3

With hydrogenchloride; water; sodium cyanoborohydride; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1016/j.ejmech.2017.11.019

Reference yield:

: (2R,3S,4R,5R,6S)-2-((tert-butyldimethylsilyloxy)methyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triol

: 1443356-45-3
(1S)-1,5-Anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-deoxy-6-[2-(furan-2-ylcarbonyl)-hydrazinyl]-d-glucitol

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 3 h / 20 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 0 °C / Inert atmosphere

3: Dess-Martin periodane / chloroform-d1 / 3 h / 20 °C / Inert atmosphere

4: ethanol / 2 h / 20 °C

5: lithium hydroxide; water / dichloromethane; methanol; tetrahydrofuran / 2 h / 0 °C

6: hydrogenchloride; sodium cyanoborohydride / methanol; water / 2 h / 0 °C / pH 1 - 3

With hydrogenchloride; boron trifluoride diethyl etherate; water; sodium cyanoborohydride; Dess-Martin periodane; lithium hydroxide; In tetrahydrofuran; pyridine; methanol; chloroform-d1; ethanol; dichloromethane; water;
DOI:10.1016/j.ejmech.2017.11.019