methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4R,6R,7S,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3-hydroxy-4,6,8-trimethyl-5-oxo-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate

Base Information

Chemical Name:methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4R,6R,7S,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3-hydroxy-4,6,8-trimethyl-5-oxo-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate
CAS No.:1227673-11-1
Molecular Formula:C₄₅H₈₂O₁₀Si₂
Molecular Weight:839.311
Hs Code.:

methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4R,6R,7S,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3-hydroxy-4,6,8-trimethyl-5-oxo-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate

Synonyms:methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4R,6R,7S,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3-hydroxy-4,6,8-trimethyl-5-oxo-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate

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Chemical Property of methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4R,6R,7S,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3-hydroxy-4,6,8-trimethyl-5-oxo-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate

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Technology Process of methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4R,6R,7S,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3-hydroxy-4,6,8-trimethyl-5-oxo-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate

There total 1 articles about methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4R,6R,7S,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3-hydroxy-4,6,8-trimethyl-5-oxo-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate 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: 55.0%

: 1227673-02-0
methyl (R)-2-[(4S,5S,6R)-2,2,5-trimethyl-6-{(S)-1-oxo-2-(triethylsilyloxy)propan-2-yl}-1,3-dioxan-4-yl]propanoate

: 186489-75-8
(4R,5S,6R,7R)-7-(t-butyldimethylsilyloxy)-5-[(p-methoxybenzyl)oxy]-4,6-dimethylnonan-3-one

: 1227673-11-1
methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4R,6R,7S,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3-hydroxy-4,6,8-trimethyl-5-oxo-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate

Guidance literature:: (4R,5S,6R,7R)-7-(t-butyldimethylsilyloxy)-5-[(p-methoxybenzyl)oxy]-4,6-dimethylnonan-3-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 0 ℃; Inert atmosphere;

methyl (R)-2-[(4S,5S,6R)-2,2,5-trimethyl-6-{(S)-1-oxo-2-(triethylsilyloxy)propan-2-yl}-1,3-dioxan-4-yl]propanoate; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

With acetic acid; In tetrahydrofuran; at -78 - 23 ℃; optical yield given as %de; stereoselective reaction;
DOI:10.1002/anie.200906245

Reference yield: 100.0%

: 1227673-11-1
methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4R,6R,7S,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3-hydroxy-4,6,8-trimethyl-5-oxo-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate

: 1227673-23-5
methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4S,5S,6S,7R,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3,5-dihydroxy-4,6,8-trimethyl-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate

Guidance literature:: methyl (R)-2-[(4S,5S,6R)-6-{(2R,3R,4R,6R,7S,8R,9R)-7-(4-methoxybenzyloxy)-9-(t-butyldimethylsilyloxy)-3-hydroxy-4,6,8-trimethyl-5-oxo-2-(triethylsilyloxy)undecan-2-yl}-2,2,5-trimethyl-1,3-dioxan-4-yl]propanoate; With zinc(II) tetrahydroborate; In diethyl ether; dichloromethane; at 0 ℃; Inert atmosphere;

With water; ammonium chloride; In diethyl ether; dichloromethane; optical yield given as %de; stereoselective reaction;
DOI:10.1002/anie.200906245