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

Base Information

Chemical Name:[(1S,2S,3S,4R,5S)-2,3,4-tribenzyloxy-5-[4-chloro-3-[[4-(2,2,2-trifluoroethoxy)phenyl]methyl]phenyl]-6,8-dioxabicyclo[3.2.1]octan-1-yl]methanol
CAS No.:1358581-16-4
Molecular Formula:C₄₃H₄₀ClF₃O₇
Molecular Weight:761.235
Hs Code.:

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

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Chemical Property of [(1S,2S,3S,4R,5S)-2,3,4-tribenzyloxy-5-[4-chloro-3-[[4-(2,2,2-trifluoroethoxy)phenyl]methyl]phenyl]-6,8-dioxabicyclo[3.2.1]octan-1-yl]methanol

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Technology Process of [(1S,2S,3S,4R,5S)-2,3,4-tribenzyloxy-5-[4-chloro-3-[[4-(2,2,2-trifluoroethoxy)phenyl]methyl]phenyl]-6,8-dioxabicyclo[3.2.1]octan-1-yl]methanol

There total 16 articles about [(1S,2S,3S,4R,5S)-2,3,4-tribenzyloxy-5-[4-chloro-3-[[4-(2,2,2-trifluoroethoxy)phenyl]methyl]phenyl]-6,8-dioxabicyclo[3.2.1]octan-1-yl]methanol 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: 81.6%

: 1358581-15-3
[(3S,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[4-(2,2,2-trifluoroethoxy)phenyl]methyl]phenyl]-2-(hydroxymethyl)-6-methoxy-tetrahydropyran-2-yl]methanol

: 1358581-16-4
[(1S,2S,3S,4R,5S)-2,3,4-tribenzyloxy-5-[4-chloro-3-[[4-(2,2,2-trifluoroethoxy)phenyl]methyl]phenyl]-6,8-dioxabicyclo[3.2.1]octan-1-yl]methanol

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 0 - 30 ℃; for 6h; Inert atmosphere;

Reference yield:

: 1358581-07-3
[[(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[4-(2,2,2-trifluoroethoxy)phenyl]methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methoxy]tert-butyl-dimethyl-silane

: 1358581-16-4
[(1S,2S,3S,4R,5S)-2,3,4-tribenzyloxy-5-[4-chloro-3-[[4-(2,2,2-trifluoroethoxy)phenyl]methyl]phenyl]-6,8-dioxabicyclo[3.2.1]octan-1-yl]methanol

Guidance literature:: Multi-step reaction with 5 steps

1: acetyl chloride; methanol / 1 h

2: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 3.66 h / 20 °C

3: sodium hydroxide; water / 1,4-dioxane / 25 h / 70 °C

4: sodium tetrahydroborate; methanol / tetrahydrofuran / 0.5 h

5: trifluoroacetic acid / dichloromethane / 1 h

With methanol; sodium tetrahydroborate; oxalyl dichloride; water; acetyl chloride; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide;

Reference yield:

: 1358581-01-7
4-bromo-1-chloro-2-[[4-(2,2,2-trifluoroethoxy)phenyl]methyl]benzene

: 1358581-16-4
[(1S,2S,3S,4R,5S)-2,3,4-tribenzyloxy-5-[4-chloro-3-[[4-(2,2,2-trifluoroethoxy)phenyl]methyl]phenyl]-6,8-dioxabicyclo[3.2.1]octan-1-yl]methanol

Guidance literature:: Multi-step reaction with 8 steps

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

1.2: 2 h / -78 °C

1.3: 16 h / 20 °C

2.1: pyridine; dmap / N,N-dimethyl-formamide / 36 h

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

3.2: 3 h

4.1: acetyl chloride; methanol / 1 h

5.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 3.66 h / 20 °C

6.1: sodium hydroxide; water / 1,4-dioxane / 25 h / 70 °C

7.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 0.5 h

8.1: trifluoroacetic acid / dichloromethane / 1 h

With pyridine; methanol; dmap; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; water; sodium hydride; acetyl chloride; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;