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

Base Information

Chemical Name:[[(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[4-(trifluoromethoxy)phenyl]methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methoxy]tert-butyl-dimethyl-silane
CAS No.:1358580-87-6
Molecular Formula:C₄₈H₅₄ClF₃O₇Si
Molecular Weight:863.486
Hs Code.:

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

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

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Chemical Property of [[(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[4-(trifluoromethoxy)phenyl]methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methoxy]tert-butyl-dimethyl-silane

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Technology Process of [[(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[4-(trifluoromethoxy)phenyl]methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methoxy]tert-butyl-dimethyl-silane

There total 15 articles about [[(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[4-(trifluoromethoxy)phenyl]methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methoxy]tert-butyl-dimethyl-silane 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: 100.0%

: 1358580-84-3
(2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-[[4-(trifluoromethoxy)phenyl]methyl]phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol

: 100-39-0
benzyl bromide

: 1358580-87-6
[[(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[4-(trifluoromethoxy)phenyl]methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methoxy]tert-butyl-dimethyl-silane

Guidance literature:: (2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-[[4-(trifluoromethoxy)phenyl]methyl]phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.25h; Inert atmosphere;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; mineral oil; at 20 - 30 ℃; for 20h; Inert atmosphere;

Reference yield:

: 21739-92-4
5-bromo-2-chlorobenzoic acid

: 1358580-87-6
[[(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[4-(trifluoromethoxy)phenyl]methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methoxy]tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / dichloromethane / 16 h

2.1: tetrahydrofuran / 2 h

3.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 0.5 h / 0 °C

4.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 16 h

5.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 °C

5.2: 2 h / -78 °C

5.3: 16 h / 20 °C

6.1: pyridine; dmap / 16 h

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 - 20 °C

7.2: 16 h

With pyridine; methanol; triethylsilane; dmap; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; sodium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1181681-65-1
4-bromo-1-chloro-2-[[4-(trifluoromethoxy)phenyl]methyl]benzene

: 1358580-87-6
[[(2R,3R,4S,5R,6S)-3,4,5-tribenzyloxy-6-[4-chloro-3-[[4-(trifluoromethoxy)phenyl]methyl]phenyl]-6-methoxy-tetrahydropyran-2-yl]methoxy]tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 °C

1.2: 2 h / -78 °C

1.3: 16 h / 20 °C

2.1: pyridine; dmap / 16 h

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 - 20 °C

3.2: 16 h

With pyridine; dmap; n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; mineral oil;