(2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol
CAS No.:1358580-58-1
Molecular Formula:C₂₈H₃₉ClO₇Si
Molecular Weight:551.152
Hs Code.:

(2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol

Synonyms:(2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol

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Chemical Property of (2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol

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Technology Process of (2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol

There total 7 articles about (2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-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:

: 1358580-57-0
(2S,3R,4S,5S,6R)-2-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1358580-58-1
(2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol

Guidance literature:: With pyridine; dmap; for 16h;

Reference yield:

: 496-16-2
2.3-dihydrobenzofuran

: 1358580-58-1
(2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 5 steps

1.1: aluminum (III) chloride / dichloromethane / 2 h

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

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

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

4.2: 3 h / -78 °C

4.3: 16 h

5.1: pyridine; dmap / 16 h

With pyridine; methanol; triethylsilane; dmap; aluminum (III) chloride; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; dichloromethane; toluene;

Reference yield:

: 1096875-61-4
(5-bromo-2-chloro-phenyl)-(2,3-dihydrobenzofuran-5-yl)methanone

: 1358580-58-1
(2S,3R,4S,5S,6R)-6-[(tert-butyl(dimethyl)silyl)oxymethyl]-2-[4-chloro-3-(2,3-dihydrobenzofuran-5-ylmethyl)phenyl]-2-methoxy-tetrahydropyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

3.2: 3 h / -78 °C

3.3: 16 h

4.1: pyridine; dmap / 16 h

With pyridine; methanol; triethylsilane; dmap; sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; dichloromethane; toluene;