1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxylmethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)cyclopropanecarbaldehyde O-methyl oxime

Base Information

Chemical Name:1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxylmethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)cyclopropanecarbaldehyde O-methyl oxime
CAS No.:1426925-13-4
Molecular Formula:C₂₄H₂₈ClNO₆
Molecular Weight:461.942
Hs Code.:

1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxylmethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)cyclopropanecarbaldehyde O-methyl oxime

Synonyms:1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxylmethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)cyclopropanecarbaldehyde O-methyl oxime

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Chemical Property of 1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxylmethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)cyclopropanecarbaldehyde O-methyl oxime

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Technology Process of 1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxylmethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)cyclopropanecarbaldehyde O-methyl oxime

There total 15 articles about 1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxylmethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)cyclopropanecarbaldehyde O-methyl oxime 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: 89.0%

: 1426925-16-7
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-((4-(1-(methoxyimino)methyl)cyclopropyl)benzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1426925-13-4
1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxylmethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)cyclopropanecarbaldehyde O-methyl oxime

Guidance literature:: With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 1h;

Reference yield:

: 4-bromo-1-chloro-2-(chloromethyl)benzene

: 1426925-13-4
1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxylmethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)cyclopropanecarbaldehyde O-methyl oxime

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; toluene; pentane / 0.25 h / -78 °C

2.2: 3 h / -78 °C

2.3: 16 h / 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine; dmap / tetrahydrofuran / 2 h / 0 - 20 °C

4.1: boron trifluoride diethyl etherate; triethylsilane / water; acetonitrile / 18 h / 0 - 20 °C

5.1: acetic acid; hydrogen bromide / 18 h / 20 °C

6.1: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; N,N-dimethyl-formamide / 1 h / 80 °C / Inert atmosphere

7.1: pyridine / ethanol / 4 h / 80 °C / Inert atmosphere

8.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 0 - 20 °C

With pyridine; triethylsilane; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; n-butyllithium; lithium hydroxide monohydrate; boron trifluoride diethyl etherate; hydrogen bromide; sodium carbonate; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; pentane;

Reference yield:

: 879403-77-7
4-bromo-1-chloro-2-(phenoxymethyl)benzene

: 1426925-13-4
1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxylmethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)cyclopropanecarbaldehyde O-methyl oxime

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran; toluene; pentane / 0.25 h / -78 °C

1.2: 3 h / -78 °C

1.3: 16 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine; dmap / tetrahydrofuran / 2 h / 0 - 20 °C

3.1: boron trifluoride diethyl etherate; triethylsilane / water; acetonitrile / 18 h / 0 - 20 °C

4.1: acetic acid; hydrogen bromide / 18 h / 20 °C

5.1: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; N,N-dimethyl-formamide / 1 h / 80 °C / Inert atmosphere

6.1: pyridine / ethanol / 4 h / 80 °C / Inert atmosphere

7.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 0 - 20 °C

With pyridine; triethylsilane; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; n-butyllithium; lithium hydroxide monohydrate; boron trifluoride diethyl etherate; hydrogen bromide; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; pentane;