(2R,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Base Information

Chemical Name:(2R,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
CAS No.:1118566-53-2
Molecular Formula:C₂₅H₂₉ClO₇
Molecular Weight:476.954
Hs Code.:

Synonyms:(2R,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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Chemical Property of (2R,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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Technology Process of (2R,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

There total 8 articles about (2R,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-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:

: 461432-22-4
(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone

: 1118566-52-1
(2S,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 1118566-53-2
(2R,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylsilane; trifluorormethanesulfonic acid; trifluoroacetic acid / 20 °C / Reflux

2.1: boron tribromide / dichloromethane / -78 - 20 °C

3.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

3.2: 80 °C

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

4.2: 20 °C

5.1: n-butyllithium / tetrahydrofuran; hexane; toluene / -78 °C / Inert atmosphere

5.2: -78 °C

6.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 5 h / 0 °C

With triethylsilane; n-butyllithium; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; boron tribromide; sodium hydride; caesium carbonate; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1118567-50-2
C₂₆H₃₁ClO₈

: 1118566-52-1
(2S,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 1118566-53-2
(2R,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 5h;

Reference yield:

: 21739-92-4
5-bromo-2-chlorobenzoic acid

: 1118566-52-1
(2S,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 1118566-53-2
(2R,3R,4R,5S,6R)-2-(3-(4-(2-(but-2-ynyloxy)ethoxy)benzyl)-4-chlorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 8 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 20 °C

2.1: aluminum (III) chloride / dichloromethane / -5 - 4 °C

3.1: triethylsilane; trifluorormethanesulfonic acid; trifluoroacetic acid / 20 °C / Reflux

4.1: boron tribromide / dichloromethane / -78 - 20 °C

5.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

5.2: 80 °C

6.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

6.2: 20 °C

7.1: n-butyllithium / tetrahydrofuran; hexane; toluene / -78 °C / Inert atmosphere

7.2: -78 °C

8.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 5 h / 0 °C

With triethylsilane; aluminum (III) chloride; n-butyllithium; oxalyl dichloride; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; boron tribromide; sodium hydride; caesium carbonate; trifluoroacetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;