[(2R,4R,1''R,2''S,5R)-2-phenyl-4-(1'',2''-isopropylidenedioxy-3''-tert-butyldimethylsilyloxypropyl)-5-(3',4'-methylenedioxy)phenyl]-1,3-dioxane

Base Information

• Chemical Name: [(2R,4R,1''R,2''S,5R)-2-phenyl-4-(1'',2''-isopropylidenedioxy-3''-tert-butyldimethylsilyloxypropyl)-5-(3',4'-methylenedioxy)phenyl]-1,3-dioxane
• CAS No.: 1004760-73-9
• Molecular Formula: C₂₉H₄₀O₇Si
• Molecular Weight: 528.718

Synonyms:[(2R,4R,1''R,2''S,5R)-2-phenyl-4-(1'',2''-isopropylidenedioxy-3''-tert-butyldimethylsilyloxypropyl)-5-(3',4'-methylenedioxy)phenyl]-1,3-dioxane

Chemical Property of [(2R,4R,1''R,2''S,5R)-2-phenyl-4-(1'',2''-isopropylidenedioxy-3''-tert-butyldimethylsilyloxypropyl)-5-(3',4'-methylenedioxy)phenyl]-1,3-dioxane

Chemical Property:

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Technology Process of [(2R,4R,1''R,2''S,5R)-2-phenyl-4-(1'',2''-isopropylidenedioxy-3''-tert-butyldimethylsilyloxypropyl)-5-(3',4'-methylenedioxy)phenyl]-1,3-dioxane

There total 2 articles about [(2R,4R,1''R,2''S,5R)-2-phenyl-4-(1'',2''-isopropylidenedioxy-3''-tert-butyldimethylsilyloxypropyl)-5-(3',4'-methylenedioxy)phenyl]-1,3-dioxane 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: 95.0%

[(2R,3R,4S,5S)-2-(3',4'-methylenedioxy)phenyl-4,5-isopropylidenedioxy-6-tert-butyldimethylsilyloxy]hexan-1,3-diol (1004760-72-8) + benzaldehyde dimethyl acetal (1125-88-8) → [(2R,4R,1''R,2''S,5R)-2-phenyl-4-(1'',2''-isopropylidenedioxy-3''-tert-butyldimethylsilyloxypropyl)-5-(3',4'-methylenedioxy)phenyl]-1,3-dioxane (1004760-73-9)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1002/ejoc.200700854

Reference yield: 91.0%

N,N'-dimethylbenzylamine (103-83-3) + [(2R,3R,4S,5S)-2-(3',4'-methylenedioxy)phenyl-4,5-isopropylidenedioxy-6-tert-butyldimethylsilyloxy]hexan-1,3-diol (1004760-72-8) → [(2R,4R,1''R,2''S,5R)-2-phenyl-4-(1'',2''-isopropylidenedioxy-3''-tert-butyldimethylsilyloxypropyl)-5-(3',4'-methylenedioxy)phenyl]-1,3-dioxane (1004760-73-9)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2009.08.032

Reference yield: 70.0%

[(2R,4R,1''R,2''S,5R)-2-phenyl-4-(1'',2''-isopropylidenedioxy-3''-tert-butyldimethylsilyloxypropyl)-5-(3',4'-methylenedioxy)phenyl]-1,3-dioxane (1004760-73-9) → [(2R,3R,4S,5S)-1-bromo-2-(3',4'-methylenedioxy)phenyl-3-(O)-benzoyl-4,5-isopropylidenedioxy-6-tert-butyldimethylsilyloxy]hexane (1010821-34-7)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In benzene; at 60 ℃; for 1h;

DOI:10.1021/np0705460

upstream raw materials:

[(2R,3R,4S,5S)-2-(3',4'-methylenedioxy)phenyl-4,5-isopropylidenedioxy-6-tert-butyldimethylsilyloxy]hexan-1,3-diol

benzaldehyde dimethyl acetal

N,N'-dimethylbenzylamine

Downstream raw materials:

[(2R,3R,4S,5S)-1-bromo-2-(3',4'-methylenedioxy)phenyl-3-(O)-benzoyl-4,5-isopropylidenedioxy-6-tert-butyldimethylsilyloxy]hexane

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