(2S,3R,4S,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2-(methoxy-d3)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4S,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2-(methoxy-d3)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
CAS No.:1204220-12-1
Molecular Formula:C₂₃H₂₉ClO₇
Molecular Weight:455.908
Hs Code.:

Synonyms:(2S,3R,4S,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2-(methoxy-d3)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

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Chemical Property of (2S,3R,4S,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2-(methoxy-d3)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

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Technology Process of (2S,3R,4S,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2-(methoxy-d3)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

There total 8 articles about (2S,3R,4S,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2-(methoxy-d3)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-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:

: 67-56-1
methanol

: 1204220-09-6
1-bromo-4-chloro-5-(4-ethylbenzyl)-2-(methoxy-d3)benzene

: 32469-28-6,55515-28-1,55515-29-2,32384-65-9
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

: 1204220-12-1
(2S,3R,4S,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2-(methoxy-d3)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: 1-bromo-4-chloro-5-(4-ethylbenzyl)-2-(methoxy-d3)benzene; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -78 ℃;

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one; In tetrahydrofuran; hexane; toluene; at -78 ℃; for 2.5h;

methanol; With methanesulfonic acid; In tetrahydrofuran; hexane; toluene; at 20 ℃;

Reference yield:

: 143945-65-7
2-amino-4-fluoro-5-bromobenzoic acid

: 1204220-12-1
(2S,3R,4S,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2-(methoxy-d3)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride; copper(l) chloride; sodium nitrite / water / 2 h / 0 °C

1.2: 0 - 7 °C

2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C

3.1: triethylamine / dichloromethane / 25 °C

4.1: tetrahydrofuran / 0 - 25 °C

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

5.2: 3 h

6.1: triethylsilane; trifluorormethanesulfonic acid; trifluoroacetic acid / 0 - 20 °C

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

7.2: 2.5 h / -78 °C

7.3: 20 °C

With hydrogenchloride; triethylsilane; n-butyllithium; oxalyl dichloride; trifluorormethanesulfonic acid; sodium hydride; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; copper(l) chloride; sodium nitrite; In tetrahydrofuran; hexane; dichloromethane; water; toluene;

Reference yield:

: 1204220-07-4
(5-bromo-2-chloro-4-(methoxy-d3)phenyl)(4-ethylphenyl)methanone

: 1204220-12-1
(2S,3R,4S,5S,6R)-2-(4-chloro-5-(4-ethylbenzyl)-2-(methoxy-d3)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylsilane; trifluorormethanesulfonic acid; trifluoroacetic acid / 0 - 20 °C

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

2.2: 2.5 h / -78 °C

2.3: 20 °C

With triethylsilane; n-butyllithium; trifluorormethanesulfonic acid; trifluoroacetic acid; In tetrahydrofuran; hexane; toluene;