(+)-(2S,3R,6R,7R,10R,11R)-1-O-(tert-Butyldiphenylsilyl)-2-O-(methoxymethyl)-3,6:7,10-diepoxy-1,2,11-trihydroxyhenicosane

Base Information

Chemical Name:(+)-(2S,3R,6R,7R,10R,11R)-1-O-(tert-Butyldiphenylsilyl)-2-O-(methoxymethyl)-3,6:7,10-diepoxy-1,2,11-trihydroxyhenicosane
CAS No.:165961-17-1
Molecular Formula:C₃₉H₆₂O₆Si
Molecular Weight:655.003
Hs Code.:

Synonyms:(+)-(2S,3R,6R,7R,10R,11R)-1-O-(tert-Butyldiphenylsilyl)-2-O-(methoxymethyl)-3,6:7,10-diepoxy-1,2,11-trihydroxyhenicosane

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Chemical Property of (+)-(2S,3R,6R,7R,10R,11R)-1-O-(tert-Butyldiphenylsilyl)-2-O-(methoxymethyl)-3,6:7,10-diepoxy-1,2,11-trihydroxyhenicosane

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Technology Process of (+)-(2S,3R,6R,7R,10R,11R)-1-O-(tert-Butyldiphenylsilyl)-2-O-(methoxymethyl)-3,6:7,10-diepoxy-1,2,11-trihydroxyhenicosane

There total 11 articles about (+)-(2S,3R,6R,7R,10R,11R)-1-O-(tert-Butyldiphenylsilyl)-2-O-(methoxymethyl)-3,6:7,10-diepoxy-1,2,11-trihydroxyhenicosane 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: 87.0%

: 39691-62-8
nonylmagnesium bromide

: (+)-(2S,3R,6R,7R,10R,11R)-1-O-(tert-Butyldiphenylsilyl)-2-O-(methoxymethyl)-3,6:7,10:11,12-triepoxy-1,2-dihydroxydodecane

: 165961-17-1
(+)-(2S,3R,6R,7R,10R,11R)-1-O-(tert-Butyldiphenylsilyl)-2-O-(methoxymethyl)-3,6:7,10-diepoxy-1,2,11-trihydroxyhenicosane

Guidance literature:: With copper(I) bromide; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jo00119a019

Reference yield:

: 165961-15-9
(S)-2-Methoxymethoxy-2-((2R,5R,2'R,5'R)-(R)-5'-oxiranyl-octahydro-[2,2']bifuranyl-5-yl)-ethanol

: 165961-17-1
(+)-(2S,3R,6R,7R,10R,11R)-1-O-(tert-Butyldiphenylsilyl)-2-O-(methoxymethyl)-3,6:7,10-diepoxy-1,2,11-trihydroxyhenicosane

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / n-BuLi; BF₃*Et₂O / tetrahydrofuran / 0.5 h / -78 °C

2: H₂ / Pd/C / ethanol

3: DMAP / CH₂Cl₂ / 20 °C

With dmap; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.bmcl.2003.11.021

Reference yield:

: 3452-09-3
1-nonyne

: 165961-17-1
(+)-(2S,3R,6R,7R,10R,11R)-1-O-(tert-Butyldiphenylsilyl)-2-O-(methoxymethyl)-3,6:7,10-diepoxy-1,2,11-trihydroxyhenicosane

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / n-BuLi; BF₃*Et₂O / tetrahydrofuran / 0.5 h / -78 °C

2: H₂ / Pd/C / ethanol

3: DMAP / CH₂Cl₂ / 20 °C

With dmap; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/j.bmcl.2003.11.021