(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol
CAS No.:1358580-34-3
Molecular Formula:C₂₂H₂₆ClFO₇
Molecular Weight:456.896
Hs Code.:

Synonyms:(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

Suppliers and Price of (2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

Chemical Property:

Purity/Quality:: 99%, ^*data from raw suppliers

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Technology Process of (2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

There total 10 articles about (2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-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: 77.0%

: 67-56-1
methanol

: 1-chloro-2-(4-ethoxy-3-fluorobenzyl)-4-iodobenzene

: 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

: 1358580-34-3
(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

Guidance literature:: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one; With n-butyllithium; In tetrahydrofuran; hexane; at -80 - -70 ℃; for 1h;

1-chloro-2-(4-ethoxy-3-fluorobenzyl)-4-iodobenzene; In tetrahydrofuran; hexane; at -80 - -70 ℃; for 1h;

methanol; With methanesulfonic acid; In tetrahydrofuran; hexane; at -40 - 30 ℃; for 8h;

Reference yield: 58.3%

: 898538-31-3
4[(5-bromo-2-chloro-phenyl)methyl]-1-ethoxy-2-fluoro-benzene

: 75-75-2,98527-29-8
methanesulfonic acid

: 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

: 1358580-34-3
(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

Guidance literature:: 4[(5-bromo-2-chloro-phenyl)methyl]-1-ethoxy-2-fluoro-benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 18h;

methanesulfonic acid; In tetrahydrofuran; methanol; hexane;

Reference yield:

: 367-12-4
2-fluorophenol

: 1358580-34-3
(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxy-3-fluoro-phenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / acetone / 5 h / Reflux

2.1: aluminum (III) chloride / dichloromethane / 16 h / 0 °C

3.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 0.5 h / 20 °C

4.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 3 h

5.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

5.2: 18 h / -78 - 20 °C

With methanol; triethylsilane; aluminum (III) chloride; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; potassium carbonate; In tetrahydrofuran; hexane; dichloromethane; acetone;