(2S,3R,4R,6R,7S,8S,9R,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecane-7,9-diol

Base Information

Chemical Name:(2S,3R,4R,6R,7S,8S,9R,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecane-7,9-diol
CAS No.:944740-72-1
Molecular Formula:C₄₆H₈₂O₈Si₂
Molecular Weight:819.323
Hs Code.:

(2S,3R,4R,6R,7S,8S,9R,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecane-7,9-diol

Synonyms:(2S,3R,4R,6R,7S,8S,9R,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecane-7,9-diol

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Chemical Property of (2S,3R,4R,6R,7S,8S,9R,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecane-7,9-diol

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Technology Process of (2S,3R,4R,6R,7S,8S,9R,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecane-7,9-diol

There total 8 articles about (2S,3R,4R,6R,7S,8S,9R,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecane-7,9-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: 73.0%

: 188786-05-2
(2S,3R,4R,6R,8R,9S,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-9-hydroxy-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecan-7-one

: 944740-72-1
(2S,3R,4R,6R,7S,8S,9R,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecane-7,9-diol

: (2S,3R,4R,6R,7R,8S,9R,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecane-7,9-diol

Guidance literature:: With tetramethylammonium borohydride; acetic acid; In acetonitrile; at -10 - -6 ℃; for 70h;
DOI:10.1016/j.tet.2007.02.044

Reference yield:

: 944740-59-4
(2S,3R,4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-7,7-(ethylenedithio)-1,3-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6-trimethylnonane

: 944740-72-1
(2S,3R,4R,6R,7S,8S,9R,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecane-7,9-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 96 percent / BH₃*THF; AlCl₃ / diethyl ether; tetrahydrofuran / 3 h / 20 °C

2.1: 99 percent / ethyldiisopropylamine / CH₂Cl₂ / 1 h / 0 °C

3.1: 85 percent / CaCO₃; Hg(ClO₄)2 / tetrahydrofuran; H₂O / 0.25 h / 20 °C

4.1: lithium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 - -15 °C

4.2: 86 percent / tetrahydrofuran / 1 h / -78 °C

5.1: 73 percent / acetic acid; Me₄NBH₄ / acetonitrile / 70 h / -10 - -6 °C

With aluminium trichloride; mercury(II) perchlorate; borane-THF; tetramethylammonium borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; calcium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tet.2007.02.044

Reference yield:

: 944740-67-4
(2S,3R,4R,6R)-7,7-(ethylenedithio)-1,3-{[(R)-4-methoxybenzylidene]dioxy}-2,4,6-trimethylnonan-4-ol

: 944740-72-1
(2S,3R,4R,6R,7S,8S,9R,10R,11R)-11-[(benzyloxy)methoxy]-1,4-bis[(tert-butyldimethylsilyl)oxy]-3-[(4-methoxybenzyl)oxy]-2,4,6,8,10-pentamethyltridecane-7,9-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / diisopropylethylamine / CH₂Cl₂ / 18 h / 20 °C

2.1: 96 percent / BH₃*THF; AlCl₃ / diethyl ether; tetrahydrofuran / 3 h / 20 °C

3.1: 99 percent / ethyldiisopropylamine / CH₂Cl₂ / 1 h / 0 °C

4.1: 85 percent / CaCO₃; Hg(ClO₄)2 / tetrahydrofuran; H₂O / 0.25 h / 20 °C

5.1: lithium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 - -15 °C

5.2: 86 percent / tetrahydrofuran / 1 h / -78 °C

6.1: 73 percent / acetic acid; Me₄NBH₄ / acetonitrile / 70 h / -10 - -6 °C

With aluminium trichloride; mercury(II) perchlorate; borane-THF; tetramethylammonium borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; calcium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tet.2007.02.044