(2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
CAS No.:1415470-83-5
Molecular Formula:C₂₃H₂₇ClO₇
Molecular Weight:450.916
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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Chemical Property of (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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Technology Process of (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

There total 19 articles about (2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 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: 46.0%

: C₅₁H₅₁ClO₇

: 1415470-83-5
(2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 16h;

Reference yield:

: (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)-5-methoxyphenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 1415470-83-5
(2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydride / N,N-dimethyl-formamide; tetrahydrofuran; mineral oil / 16 h / 0 - 20 °C / Inert atmosphere

2: sodium thioethylate / N,N-dimethyl-formamide / 6 h / 90 °C

3: bromine; acetic acid; triethylamine / 15.15 h / 0 - 20 °C

4: potassium carbonate / acetone / 15 h / 0 - 50 °C

5: triphenylphosphine; tetrachloromethane / acetonitrile / 3 h / 0 - 55 °C

6: n-butyllithium / tetrahydrofuran; hexane / 18 h / -78 - 10 °C / Inert atmosphere

7: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 16 h / 20 °C

With tetrachloromethane; n-butyllithium; palladium 10% on activated carbon; hydrogen; bromine; sodium hydride; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; sodium thioethylate; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; acetone; acetonitrile; mineral oil;

Reference yield:

: 4920-80-3
3-methoxy-2-nitrobenzoic acid

: 1415470-83-5
(2S,3R,4R,5S,6R)-2-(7-chloro-6-(4-ethoxybenzyl)-2,3-dihydrobenzofuran-4-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 20 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

2.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 18 h / 20 °C

3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.5 h / 0 °C

4.1: hydrogenchloride; sodium nitrite / water / 1 h / 0 °C

4.2: 18 h / 0 - 20 °C

5.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1 h / 0 - 20 °C

6.1: oxalyl dichloride / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

7.1: dichloromethane / 0.08 h / 0 °C

7.2: 15.5 h / 0 - 20 °C

8.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 15 h / 0 - 20 °C

9.1: n-butyllithium / tetrahydrofuran; toluene / 0.67 h / -78 °C / Inert atmosphere

9.2: 1 h / -78 °C / Inert atmosphere

10.1: sodium hydrogencarbonate / water; methanol / 0.5 h / -78 - 20 °C

11.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2 h / -50 - 0 °C

12.1: triethylamine; dmap / dichloromethane / 15.15 h / 0 - 20 °C

13.1: sodium methylate; methanol / 1 h / 20 °C

14.1: sodium hydride / N,N-dimethyl-formamide; tetrahydrofuran; mineral oil / 16 h / 0 - 20 °C / Inert atmosphere

15.1: sodium thioethylate / N,N-dimethyl-formamide / 6 h / 90 °C

16.1: bromine; acetic acid; triethylamine / 15.15 h / 0 - 20 °C

17.1: potassium carbonate / acetone / 15 h / 0 - 50 °C

18.1: triphenylphosphine; tetrachloromethane / acetonitrile / 3 h / 0 - 55 °C

19.1: n-butyllithium / tetrahydrofuran; hexane / 18 h / -78 - 10 °C / Inert atmosphere

20.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 16 h / 20 °C

With hydrogenchloride; methanol; triethylsilane; tetrachloromethane; dmap; N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; palladium 10% on activated carbon; boron trifluoride diethyl etherate; water; hydrogen; bromine; sodium methylate; sodium hydride; sodium hydrogencarbonate; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; sodium hydroxide; sodium nitrite; sodium thioethylate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; mineral oil;