(2S,5R,6R,11S,9E)-12-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-11-hydroxy-2,6-dimethyldodec-9-enoic acid

Base Information

Chemical Name:(2S,5R,6R,11S,9E)-12-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-11-hydroxy-2,6-dimethyldodec-9-enoic acid
CAS No.:1123785-57-8
Molecular Formula:C₂₇H₄₆O₅Si
Molecular Weight:478.745
Hs Code.:

Synonyms:(2S,5R,6R,11S,9E)-12-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-11-hydroxy-2,6-dimethyldodec-9-enoic acid

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Chemical Property of (2S,5R,6R,11S,9E)-12-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-11-hydroxy-2,6-dimethyldodec-9-enoic acid

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Technology Process of (2S,5R,6R,11S,9E)-12-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-11-hydroxy-2,6-dimethyldodec-9-enoic acid

There total 15 articles about (2S,5R,6R,11S,9E)-12-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-11-hydroxy-2,6-dimethyldodec-9-enoic acid 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: 87.0%

: 1123785-85-2
C₂₇H₄₆O₄Si

: 1123785-57-8
(2S,5R,6R,11S,9E)-12-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-11-hydroxy-2,6-dimethyldodec-9-enoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2008.11.088

Reference yield:

: 1123785-51-2
(2S,7R,8R,11S,3E)-8-(tert-butyldimethylsilyloxy)-7,11-dimethyldodec-3-en-1,2,12-triol

: 1123785-57-8
(2S,5R,6R,11S,9E)-12-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-11-hydroxy-2,6-dimethyldodec-9-enoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide / toluene / 4 h / Reflux

1.2: 2 h / Reflux

2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 3 h / 20 °C

3.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 3 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; di(n-butyl)tin oxide; In dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2012.07.006

Reference yield:

: 1123785-54-5
(2S,5R,6R,11S,9E)-12-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-2,6-dimethyldodec-9-en-1,11-diol

: 1123785-57-8
(2S,5R,6R,11S,9E)-12-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-11-hydroxy-2,6-dimethyldodec-9-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 3 h / 20 °C

2: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 3 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2012.07.006