(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[3-fluoro-4-(1,1,2,2,2-pentadeuterioethoxy)phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

Base Information

Chemical Name:(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[3-fluoro-4-(1,1,2,2,2-pentadeuterioethoxy)phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
CAS No.:1358579-47-1
Molecular Formula:C₂₂H₂₄ClFO₇
Molecular Weight:459.84
Hs Code.:

(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[3-fluoro-4-(1,1,2,2,2-pentadeuterioethoxy)phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

Synonyms:(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[3-fluoro-4-(1,1,2,2,2-pentadeuterioethoxy)phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

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Chemical Property of (1S,2S,3S,4R,5S)-5-[4-chloro-3-[[3-fluoro-4-(1,1,2,2,2-pentadeuterioethoxy)phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

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Technology Process of (1S,2S,3S,4R,5S)-5-[4-chloro-3-[[3-fluoro-4-(1,1,2,2,2-pentadeuterioethoxy)phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

There total 15 articles about (1S,2S,3S,4R,5S)-5-[4-chloro-3-[[3-fluoro-4-(1,1,2,2,2-pentadeuterioethoxy)phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-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: 70.0%

: 1358581-66-4
[(1S,2S,3S,4R,5S)-2,3,4-tribenzyloxy-5-[4-chloro-3-[[3-fluoro-4-(1,1,2,2,2-pentadeuterioethoxy)phenyl]methyl]phenyl]-6,8-dioxabicyclo[3.2.1]octan-1-yl]methanol

: 1358579-47-1
(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[3-fluoro-4-(1,1,2,2,2-pentadeuterioethoxy)phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; methanol; dichloromethane; for 3h;

Reference yield:

: 367-12-4
2-fluorophenol

: 1358579-47-1
(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[3-fluoro-4-(1,1,2,2,2-pentadeuterioethoxy)phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

Guidance literature:: Multi-step reaction with 14 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: boron tribromide / dichloromethane / 4 h / Cooling with ice

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.5 h

6.2: 18 h

7.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C

7.2: 3 h / -78 °C

7.3: 16 h / 20 °C

8.1: pyridine; dmap / 24 h

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C

9.2: 3 h

10.1: acetyl chloride; methanol / 4 h

11.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.75 h

11.2: 2.5 h / 20 °C

12.1: potassium hydroxide; benzyl alcohol / 1,4-dioxane / 6 h / 50 °C

13.1: trifluoroacetic acid / dichloromethane / 2 h

14.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran; methanol / 3 h

With pyridine; methanol; triethylsilane; dmap; aluminum (III) chloride; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; boron tribromide; sodium hydride; potassium carbonate; acetyl chloride; triphenylphosphine; trifluoroacetic acid; potassium hydroxide; benzyl alcohol; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; mineral oil;

Reference yield:

: 451-80-9
1-ethoxy-2-fluoro-benzene

: 1358579-47-1
(1S,2S,3S,4R,5S)-5-[4-chloro-3-[[3-fluoro-4-(1,1,2,2,2-pentadeuterioethoxy)phenyl]methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

Guidance literature:: Multi-step reaction with 13 steps

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

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

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

4.1: boron tribromide / dichloromethane / 4 h / Cooling with ice

5.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.5 h

5.2: 18 h

6.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C

6.2: 3 h / -78 °C

6.3: 16 h / 20 °C

7.1: pyridine; dmap / 24 h

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C

8.2: 3 h

9.1: acetyl chloride; methanol / 4 h

10.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.75 h

10.2: 2.5 h / 20 °C

11.1: potassium hydroxide; benzyl alcohol / 1,4-dioxane / 6 h / 50 °C

12.1: trifluoroacetic acid / dichloromethane / 2 h

13.1: palladium 10% on activated carbon; hydrogen / dichloromethane; tetrahydrofuran; methanol / 3 h

With pyridine; methanol; triethylsilane; dmap; aluminum (III) chloride; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; boron tribromide; sodium hydride; acetyl chloride; triphenylphosphine; trifluoroacetic acid; potassium hydroxide; benzyl alcohol; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;