(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5-(3,4-Dimethoxybenzylidenedioxy)-13-(4-methoxybenzyloxy)-2,4,6,8,10,12-hexamethyl-9,11-(2,4,6-trimethylbenzylidenedioxy)pentadecane-1,6,12-triol

Base Information

Chemical Name:(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5-(3,4-Dimethoxybenzylidenedioxy)-13-(4-methoxybenzyloxy)-2,4,6,8,10,12-hexamethyl-9,11-(2,4,6-trimethylbenzylidenedioxy)pentadecane-1,6,12-triol
CAS No.:131755-83-4
Molecular Formula:C₄₈H₇₀O₁₁
Molecular Weight:823.077
Hs Code.:

(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5-(3,4-Dimethoxybenzylidenedioxy)-13-(4-methoxybenzyloxy)-2,4,6,8,10,12-hexamethyl-9,11-(2,4,6-trimethylbenzylidenedioxy)pentadecane-1,6,12-triol

Synonyms:(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5-(3,4-Dimethoxybenzylidenedioxy)-13-(4-methoxybenzyloxy)-2,4,6,8,10,12-hexamethyl-9,11-(2,4,6-trimethylbenzylidenedioxy)pentadecane-1,6,12-triol

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Chemical Property of (2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5-(3,4-Dimethoxybenzylidenedioxy)-13-(4-methoxybenzyloxy)-2,4,6,8,10,12-hexamethyl-9,11-(2,4,6-trimethylbenzylidenedioxy)pentadecane-1,6,12-triol

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Technology Process of (2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5-(3,4-Dimethoxybenzylidenedioxy)-13-(4-methoxybenzyloxy)-2,4,6,8,10,12-hexamethyl-9,11-(2,4,6-trimethylbenzylidenedioxy)pentadecane-1,6,12-triol

There total 3 articles about (2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5-(3,4-Dimethoxybenzylidenedioxy)-13-(4-methoxybenzyloxy)-2,4,6,8,10,12-hexamethyl-9,11-(2,4,6-trimethylbenzylidenedioxy)pentadecane-1,6,12-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: 75.0%

: 124618-65-1,131831-53-3
C₇₀H₁₀₂O₁₁Si₂

: 131755-83-4
(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5-(3,4-Dimethoxybenzylidenedioxy)-13-(4-methoxybenzyloxy)-2,4,6,8,10,12-hexamethyl-9,11-(2,4,6-trimethylbenzylidenedioxy)pentadecane-1,6,12-triol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 60 ℃; for 48h;
DOI:10.1016/S0040-4020(01)85585-X

Reference yield:

: 131755-82-3
C₆₉H₉₈O₁₁Si₂

: 131755-83-4
(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5-(3,4-Dimethoxybenzylidenedioxy)-13-(4-methoxybenzyloxy)-2,4,6,8,10,12-hexamethyl-9,11-(2,4,6-trimethylbenzylidenedioxy)pentadecane-1,6,12-triol

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / tetrahydrofuran; diethyl ether / 0.08 h / -78 °C

2: 75 percent / tetra-n-butylammonium fluoride / tetrahydrofuran; hexamethylphosphoric acid triamide / 48 h / 60 °C

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether;
DOI:10.1016/S0040-4020(01)85585-X

Reference yield:

: 124582-89-4,124648-36-8
C₆₉H₁₀₀O₁₁Si₂

: 131755-83-4
(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5-(3,4-Dimethoxybenzylidenedioxy)-13-(4-methoxybenzyloxy)-2,4,6,8,10,12-hexamethyl-9,11-(2,4,6-trimethylbenzylidenedioxy)pentadecane-1,6,12-triol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) oxalyl chloride, DMSO, Et₃N, 2.) K₂CO₃ / 1a) -80 degC, 10 min, 1b) -30 degC, 1 h, 2.) room temp., 3.5 h

2: 89 percent / tetrahydrofuran; diethyl ether / 0.08 h / -78 °C

3: 75 percent / tetra-n-butylammonium fluoride / tetrahydrofuran; hexamethylphosphoric acid triamide / 48 h / 60 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; potassium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether;
DOI:10.1016/S0040-4020(01)85585-X