(2S,3R,5S,7R,8R,9S,10R,12R)-3,10-Dimethyl-12,13-isopropylidenedioxy-7,9-(4-methoxybenzylidenedioxy)-5-methoxymethoxytridecane-2,8-diol

Base Information

Chemical Name:(2S,3R,5S,7R,8R,9S,10R,12R)-3,10-Dimethyl-12,13-isopropylidenedioxy-7,9-(4-methoxybenzylidenedioxy)-5-methoxymethoxytridecane-2,8-diol
CAS No.:201012-06-8
Molecular Formula:C₂₈H₄₆O₉
Molecular Weight:526.668
Hs Code.:

Synonyms:(2S,3R,5S,7R,8R,9S,10R,12R)-3,10-Dimethyl-12,13-isopropylidenedioxy-7,9-(4-methoxybenzylidenedioxy)-5-methoxymethoxytridecane-2,8-diol

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Chemical Property of (2S,3R,5S,7R,8R,9S,10R,12R)-3,10-Dimethyl-12,13-isopropylidenedioxy-7,9-(4-methoxybenzylidenedioxy)-5-methoxymethoxytridecane-2,8-diol

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Technology Process of (2S,3R,5S,7R,8R,9S,10R,12R)-3,10-Dimethyl-12,13-isopropylidenedioxy-7,9-(4-methoxybenzylidenedioxy)-5-methoxymethoxytridecane-2,8-diol

There total 19 articles about (2S,3R,5S,7R,8R,9S,10R,12R)-3,10-Dimethyl-12,13-isopropylidenedioxy-7,9-(4-methoxybenzylidenedioxy)-5-methoxymethoxytridecane-2,8-diol 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: 82.0%

: 201012-05-7
(2R,4S,5R,6R)-4-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-6-[(2S,4R,5S)-2-methoxymethoxy-4-methyl-5-(2-trimethylsilanyl-ethoxymethoxy)-hexyl]-2-(4-methoxy-phenyl)-5-triethylsilanyloxy-[1,3]dioxane

: 201012-06-8
(2S,3R,5S,7R,8R,9S,10R,12R)-3,10-Dimethyl-12,13-isopropylidenedioxy-7,9-(4-methoxybenzylidenedioxy)-5-methoxymethoxytridecane-2,8-diol

Guidance literature:: With 4 A molecular sieve; tetrabutyl ammonium fluoride; In various solvent(s); at 80 ℃; for 15h;

Reference yield: 35.0%

: 201012-05-7
(2R,4S,5R,6R)-4-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-6-[(2S,4R,5S)-2-methoxymethoxy-4-methyl-5-(2-trimethylsilanyl-ethoxymethoxy)-hexyl]-2-(4-methoxy-phenyl)-5-triethylsilanyloxy-[1,3]dioxane

: (2R,4S,5R,6R)-4-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-6-((2R,4R,5S)-5-ethoxy-2-hydroxy-4-methyl-hexyl)-2-(4-methoxy-phenyl)-[1,3]dioxan-5-ol

: 201012-06-8
(2S,3R,5S,7R,8R,9S,10R,12R)-3,10-Dimethyl-12,13-isopropylidenedioxy-7,9-(4-methoxybenzylidenedioxy)-5-methoxymethoxytridecane-2,8-diol

: (2R,4S,5R,6R)-4-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-6-[(2S,4R,5S)-2-methoxymethoxy-4-methyl-5-(2-trimethylsilanyl-ethoxymethoxy)-hexyl]-2-(4-methoxy-phenyl)-[1,3]dioxan-5-ol

Guidance literature:: With 4 A molecular sieve; tetrabutyl ammonium fluoride; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 80 ℃; for 15h;

Reference yield:

: 101470-81-9
(2R,3S)-1-Benzyloxymethyloxy-2-methylbutan-3-ol

: 201012-06-8
(2S,3R,5S,7R,8R,9S,10R,12R)-3,10-Dimethyl-12,13-isopropylidenedioxy-7,9-(4-methoxybenzylidenedioxy)-5-methoxymethoxytridecane-2,8-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / i-Pr₂NEt / CH₂Cl₂ / 0.67 h / Ambient temperature

2: 84.9 percent / H₂ / 50percent Raney Ni / ethanol / 120 h / Ambient temperature

3: 78.1 percent / Ph₃P, imidazole, I₂ / benzene / 0.33 h / Ambient temperature

4: 38 percent / t-BuLi / diethyl ether; pentane / 1.) -78 deg C, 10 min; r.t., 1 h, 2.) r.t., 11 h

5: 86 percent / i-Pr₂NEt / CH₂Cl₂ / 17 h / Ambient temperature

6: 35 percent / TBAF, 4 Angstroem molecular sieves / hexamethylphosphoric acid triamide / 15 h / 80 °C

With 1H-imidazole; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; iodine; tert.-butyl lithium; N-ethyl-N,N-diisopropylamine; triphenylphosphine; nickel; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; pentane; benzene;