O-((1R,2S,3S,4E,6S)-3-{[tert-butyl(dimethyl)silyl]-oxy}-1-{(1R,4S,5S,6S)-6-{[tert-butyl(dimethyl)silyl]-oxy}-4-methoxy-8-[(4-methoxybenzyl)oxy]-1,3,3,5-tetramethyl-2-oxooctyl}-2,4,6,8-tetramethylnona-4,7-dienyl) S-methyl dithiocarbonate

Base Information

Chemical Name:O-((1R,2S,3S,4E,6S)-3-{[tert-butyl(dimethyl)silyl]-oxy}-1-{(1R,4S,5S,6S)-6-{[tert-butyl(dimethyl)silyl]-oxy}-4-methoxy-8-[(4-methoxybenzyl)oxy]-1,3,3,5-tetramethyl-2-oxooctyl}-2,4,6,8-tetramethylnona-4,7-dienyl) S-methyl dithiocarbonate
CAS No.:1356109-14-2
Molecular Formula:C₄₈H₈₆O₇S₂Si₂
Molecular Weight:895.51
Hs Code.:

O-((1R,2S,3S,4E,6S)-3-{[tert-butyl(dimethyl)silyl]-oxy}-1-{(1R,4S,5S,6S)-6-{[tert-butyl(dimethyl)silyl]-oxy}-4-methoxy-8-[(4-methoxybenzyl)oxy]-1,3,3,5-tetramethyl-2-oxooctyl}-2,4,6,8-tetramethylnona-4,7-dienyl) S-methyl dithiocarbonate

Synonyms:O-((1R,2S,3S,4E,6S)-3-{[tert-butyl(dimethyl)silyl]-oxy}-1-{(1R,4S,5S,6S)-6-{[tert-butyl(dimethyl)silyl]-oxy}-4-methoxy-8-[(4-methoxybenzyl)oxy]-1,3,3,5-tetramethyl-2-oxooctyl}-2,4,6,8-tetramethylnona-4,7-dienyl) S-methyl dithiocarbonate

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Chemical Property of O-((1R,2S,3S,4E,6S)-3-{[tert-butyl(dimethyl)silyl]-oxy}-1-{(1R,4S,5S,6S)-6-{[tert-butyl(dimethyl)silyl]-oxy}-4-methoxy-8-[(4-methoxybenzyl)oxy]-1,3,3,5-tetramethyl-2-oxooctyl}-2,4,6,8-tetramethylnona-4,7-dienyl) S-methyl dithiocarbonate

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Technology Process of O-((1R,2S,3S,4E,6S)-3-{[tert-butyl(dimethyl)silyl]-oxy}-1-{(1R,4S,5S,6S)-6-{[tert-butyl(dimethyl)silyl]-oxy}-4-methoxy-8-[(4-methoxybenzyl)oxy]-1,3,3,5-tetramethyl-2-oxooctyl}-2,4,6,8-tetramethylnona-4,7-dienyl) S-methyl dithiocarbonate

There total 3 articles about O-((1R,2S,3S,4E,6S)-3-{[tert-butyl(dimethyl)silyl]-oxy}-1-{(1R,4S,5S,6S)-6-{[tert-butyl(dimethyl)silyl]-oxy}-4-methoxy-8-[(4-methoxybenzyl)oxy]-1,3,3,5-tetramethyl-2-oxooctyl}-2,4,6,8-tetramethylnona-4,7-dienyl) S-methyl dithiocarbonate 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%

: 75-15-0,12122-00-8
carbon disulfide

: 1356108-66-1
(5S,6S,7S,10R,11R,12S,13S)-11-hydroxy-7-methoxy-5-{2-[(4-methoxybenzyl)oxy]ethyl}-2,2,3,3,6,8,8,10,12,15,15,16,16-tridecamethyl-13-[(1E,3S)-1,3,5 trimethylhexa-1,4-dienyl]-4,14-dioxa-3,15-disilaheptadecan-9-one

: 74-88-4
methyl iodide

: 1356109-14-2
O-((1R,2S,3S,4E,6S)-3-{[tert-butyl(dimethyl)silyl]-oxy}-1-{(1R,4S,5S,6S)-6-{[tert-butyl(dimethyl)silyl]-oxy}-4-methoxy-8-[(4-methoxybenzyl)oxy]-1,3,3,5-tetramethyl-2-oxooctyl}-2,4,6,8-tetramethylnona-4,7-dienyl) S-methyl dithiocarbonate

Guidance literature:: carbon disulfide; (5S,6S,7S,10R,11R,12S,13S)-11-hydroxy-7-methoxy-5-{2-[(4-methoxybenzyl)oxy]ethyl}-2,2,3,3,6,8,8,10,12,15,15,16,16-tridecamethyl-13-[(1E,3S)-1,3,5 trimethylhexa-1,4-dienyl]-4,14-dioxa-3,15-disilaheptadecan-9-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -78 - 0 ℃; for 6h;
DOI:10.1002/ejoc.201101129

Reference yield:

: 1268687-74-6
(5S,6S,7S)-7-[(tert-butyldimethylsilyl)oxy]-5-methoxy-9-[(4-methoxybenzyl)oxy]-4,4,6-trimethylnonan-3-one

: 1356109-14-2
O-((1R,2S,3S,4E,6S)-3-{[tert-butyl(dimethyl)silyl]-oxy}-1-{(1R,4S,5S,6S)-6-{[tert-butyl(dimethyl)silyl]-oxy}-4-methoxy-8-[(4-methoxybenzyl)oxy]-1,3,3,5-tetramethyl-2-oxooctyl}-2,4,6,8-tetramethylnona-4,7-dienyl) S-methyl dithiocarbonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium tetrachloride; triethylamine / dichloromethane / 1 h / -78 °C / Inert atmosphere

1.2: 3.5 h / -78 - 0 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 6 h / -78 - 0 °C

With sodium hexamethyldisilazane; titanium tetrachloride; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Mukaiyama reaction / 1.2: Mukaiyama reaction;
DOI:10.1002/ejoc.201101129

Reference yield:

: 1268687-73-5
C₁₉H₃₆O₂Si

: 1356109-14-2
O-((1R,2S,3S,4E,6S)-3-{[tert-butyl(dimethyl)silyl]-oxy}-1-{(1R,4S,5S,6S)-6-{[tert-butyl(dimethyl)silyl]-oxy}-4-methoxy-8-[(4-methoxybenzyl)oxy]-1,3,3,5-tetramethyl-2-oxooctyl}-2,4,6,8-tetramethylnona-4,7-dienyl) S-methyl dithiocarbonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium tetrachloride; triethylamine / dichloromethane / 1 h / -78 °C / Inert atmosphere

1.2: 3.5 h / -78 - 0 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 6 h / -78 - 0 °C

With sodium hexamethyldisilazane; titanium tetrachloride; triethylamine; In tetrahydrofuran; dichloromethane; 1.1: Mukaiyama reaction / 1.2: Mukaiyama reaction;
DOI:10.1002/ejoc.201101129