((4R,5S)-5-((1S,2R)-1,3-bis-(benzyloxy)-2-(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)-methanone

Base Information

Chemical Name:((4R,5S)-5-((1S,2R)-1,3-bis-(benzyloxy)-2-(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)-methanone
CAS No.:1360866-47-2
Molecular Formula:C₄₄H₆₆O₉Si₂
Molecular Weight:795.174
Hs Code.:

((4R,5S)-5-((1S,2R)-1,3-bis-(benzyloxy)-2-(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)-methanone

Synonyms:((4R,5S)-5-((1S,2R)-1,3-bis-(benzyloxy)-2-(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)-methanone

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Chemical Property of ((4R,5S)-5-((1S,2R)-1,3-bis-(benzyloxy)-2-(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)-methanone

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Technology Process of ((4R,5S)-5-((1S,2R)-1,3-bis-(benzyloxy)-2-(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)-methanone

There total 12 articles about ((4R,5S)-5-((1S,2R)-1,3-bis-(benzyloxy)-2-(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)-methanone 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: 90.0%

: 116-11-0
2-Methoxypropene

: 1360866-46-1
(2S,3S,4S,5R)-4,6-bis-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-1-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)-2,3-dihydroxyhexan-1-one

: 1360866-47-2
((4R,5S)-5-((1S,2R)-1,3-bis-(benzyloxy)-2-(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)-methanone

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;
DOI:10.1021/jo202353r

Reference yield:

: 1360866-36-9
1-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)ethanone

: 1360866-47-2
((4R,5S)-5-((1S,2R)-1,3-bis-(benzyloxy)-2-(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)-methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: titanium tetrachloride / dichloromethane / 0.08 h / -78 °C / Inert atmosphere

1.2: 0.25 h / -78 °C / Inert atmosphere

1.3: 1 h / 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 1 h / Inert atmosphere; Reflux; Cooling with ice

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 30 h / 0 °C / Inert atmosphere

5.1: toluene-4-sulfonic acid / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

With osmium(VIII) oxide; titanium tetrachloride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/jo202353r

Reference yield:

: C₄₂H₆₄O₁₀SSi₂

: 1360866-47-2
((4R,5S)-5-((1S,2R)-1,3-bis-(benzyloxy)-2-(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-(2-((tert-butyldimethylsilyloxy)methyl)-4,6-dimethoxyphenyl)-methanone

Guidance literature:: Multi-step reaction with 3 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 30 h / 0 °C / Inert atmosphere

3: toluene-4-sulfonic acid / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

With osmium(VIII) oxide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/jo202353r