(2S,3R,4S,5R,6R,7R,8S,9S,10R,11R)-1,9-di-O-benzyl-3,5-O-isopropylidene-7-<1-methyl-2-(thiophenoxy)-(E)-ethenyl>-2,4,6,8,10-pentamethyltridecane-1,3,5,6,9,11-hexol

Base Information

• Chemical Name: (2S,3R,4S,5R,6R,7R,8S,9S,10R,11R)-1,9-di-O-benzyl-3,5-O-isopropylidene-7-<1-methyl-2-(thiophenoxy)-(E)-ethenyl>-2,4,6,8,10-pentamethyltridecane-1,3,5,6,9,11-hexol
• CAS No.: 131589-28-1
• Molecular Formula: C₅₀H₇₆O₆SSi
• Molecular Weight: 833.301

Synonyms:

Chemical Property of (2S,3R,4S,5R,6R,7R,8S,9S,10R,11R)-1,9-di-O-benzyl-3,5-O-isopropylidene-7-<1-methyl-2-(thiophenoxy)-(E)-ethenyl>-2,4,6,8,10-pentamethyltridecane-1,3,5,6,9,11-hexol

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Technology Process of (2S,3R,4S,5R,6R,7R,8S,9S,10R,11R)-1,9-di-O-benzyl-3,5-O-isopropylidene-7-<1-methyl-2-(thiophenoxy)-(E)-ethenyl>-2,4,6,8,10-pentamethyltridecane-1,3,5,6,9,11-hexol

There total 2 articles about (2S,3R,4S,5R,6R,7R,8S,9S,10R,11R)-1,9-di-O-benzyl-3,5-O-isopropylidene-7-<1-methyl-2-(thiophenoxy)-(E)-ethenyl>-2,4,6,8,10-pentamethyltridecane-1,3,5,6,9,11-hexol 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:

(3R,4S,5R,6S)-7-(benzyloxy)-3,5-(isopropylidenedioxy)-4,6-dimethylheptan-2-one (131617-19-1) + (3R,4R,5R,6S)-5-O-benzyl-3-O-(tert-butyldimethylsilyl)-4,6,8-trimethyl-9-(thiophenoxy)-7-(E)-nonene-3,5-diol (131589-26-9) → (2S,3R,4S,5R,6S,7S,8S,9S,10R,11R)-1,9-di-O-benzyl-3,5-O-isopropylidene-7-<1-methyl-2-(thiophenoxy)-(Z)-ethenyl>-2,4,6,8,10-pentamethyltridecane-1,3,5,6,9,11-hexol (131589-28-1,131681-72-6,131681-75-9,131681-76-0) + (2S,3R,4S,5R,6R,7R,8S,9S,10R,11R)-1,9-di-O-benzyl-3,5-O-isopropylidene-7-<1-methyl-2-(thiophenoxy)-(E)-ethenyl>-2,4,6,8,10-pentamethyltridecane-1,3,5,6,9,11-hexol (131589-28-1,131681-72-6,131681-75-9,131681-76-0) + (2S,3R,4S,5R,6R,7R,10S,11R,12R,13R)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-2,4,6,8,10,12-hexamethyl-3,5-O-isopropylidene-7-(thiophenoxy)-8(E)-pentadecene-1,3,5,6,11,13-hexol (131589-27-0) + (2S,3R,4S,5R,6R,7S,10S,11R,12R,13R)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-2,4,6,8,10,12-hexamethyl-3,5-O-isopropylidene-7-(thiophenoxy)-8(E)-pentadecene-1,3,5,6,11,13-hexol (131681-73-7)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; 1.) hexane, -40 deg C, 60 min, 2.) THF, -78 deg C, 20 min;

DOI:10.1021/ja00003a026

Reference yield:

(3R,4S,5R,6S)-7-(benzyloxy)-3,5-(isopropylidenedioxy)-4,6-dimethylheptan-2-one (131617-19-1) + (3R,4R,5R,6S)-5-O-benzyl-3-O-(tert-butyldimethylsilyl)-4,6,8-trimethyl-9-(thiophenoxy)-7-(E)-nonene-3,5-diol (131589-26-9) → (2S,3R,4S,5R,6S,7S,8S,9S,10R,11R)-1,9-di-O-benzyl-3,5-O-isopropylidene-7-<1-methyl-2-(thiophenoxy)-(Z)-ethenyl>-2,4,6,8,10-pentamethyltridecane-1,3,5,6,9,11-hexol (131589-28-1,131681-72-6,131681-75-9,131681-76-0) + (2S,3R,4S,5R,6R,7R,8S,9S,10R,11R)-1,9-di-O-benzyl-3,5-O-isopropylidene-7-<1-methyl-2-(thiophenoxy)-(E)-ethenyl>-2,4,6,8,10-pentamethyltridecane-1,3,5,6,9,11-hexol (131589-28-1,131681-72-6,131681-75-9,131681-76-0) + (2S,3R,4S,5R,6R,7R,10S,11R,12R,13R)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-2,4,6,8,10,12-hexamethyl-3,5-O-isopropylidene-7-(thiophenoxy)-8(E)-pentadecene-1,3,5,6,11,13-hexol (131589-27-0) + (2S,3R,4S,5R,6R,7S,10S,11R,12R,13R)-1,11-di-O-benzyl-13-O-(tert-butyldimethylsilyl)-2,4,6,8,10,12-hexamethyl-3,5-O-isopropylidene-7-(thiophenoxy)-8(E)-pentadecene-1,3,5,6,11,13-hexol (131681-73-7)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; 1.) hexane, -40 deg C, 60 min, 2.) THF, -78 deg C, 20 min;

DOI:10.1021/ja00003a026

upstream raw materials:

(3R,4S,5R,6S)-7-(benzyloxy)-3,5-(isopropylidenedioxy)-4,6-dimethylheptan-2-one

(3R,4R,5R,6S)-5-O-benzyl-3-O-(tert-butyldimethylsilyl)-4,6,8-trimethyl-9-(thiophenoxy)-7-(E)-nonene-3,5-diol

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