4-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)but-2-ynyl methanesulfonate

Base Information

Chemical Name:4-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)but-2-ynyl methanesulfonate
CAS No.:1118566-63-4
Molecular Formula:C₂₄H₂₇ClO₉S
Molecular Weight:526.992
Hs Code.:

Synonyms:4-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)but-2-ynyl methanesulfonate

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Chemical Property of 4-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)but-2-ynyl methanesulfonate

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Technology Process of 4-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)but-2-ynyl methanesulfonate

There total 6 articles about 4-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)but-2-ynyl methanesulfonate 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: 51.3%

: 864070-37-1
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-hydroxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 2917-96-6
1,4-bis(methanesulfonyloxy)-2-butyne

: 1118566-63-4
4-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)but-2-ynyl methanesulfonate

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

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

: 1118566-63-4
4-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)but-2-ynyl methanesulfonate

Guidance literature:: Multi-step reaction with 5 steps

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

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

2.2: 1 h / -78 °C

3.1: triethylsilane; boron trifluoride diethyl etherate / methanol; dichloromethane / 0 °C

4.1: boron tribromide / dichloromethane / -78 - 0 °C

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

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

Reference yield:

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

: 1118566-63-4
4-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)but-2-ynyl methanesulfonate

Guidance literature:: Multi-step reaction with 7 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: n-butyllithium / tetrahydrofuran; toluene / -78 °C / Inert atmosphere

4.2: 1 h / -78 °C

5.1: triethylsilane; boron trifluoride diethyl etherate / methanol; dichloromethane / 0 °C

6.1: boron tribromide / dichloromethane / -78 - 0 °C

7.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C

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