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

Base Information

Chemical Name:(5S,6S,7S)-7-[(tert-butyldimethylsilyl)oxy]-5-methoxy-9-[(4-methoxybenzyl)oxy]-4,4,6-trimethylnonan-3-one
CAS No.:1268687-74-6
Molecular Formula:C₂₇H₄₈O₅Si
Molecular Weight:480.761
Hs Code.:

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

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Chemical Property of (5S,6S,7S)-7-[(tert-butyldimethylsilyl)oxy]-5-methoxy-9-[(4-methoxybenzyl)oxy]-4,4,6-trimethylnonan-3-one

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Technology Process of (5S,6S,7S)-7-[(tert-butyldimethylsilyl)oxy]-5-methoxy-9-[(4-methoxybenzyl)oxy]-4,4,6-trimethylnonan-3-one

There total 8 articles about (5S,6S,7S)-7-[(tert-butyldimethylsilyl)oxy]-5-methoxy-9-[(4-methoxybenzyl)oxy]-4,4,6-trimethylnonan-3-one 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: 96.0%

: 1268687-85-9
(4S,5S,6S)-6-[(tert-butyldimethylsilyl)oxy]-4-methoxy-8-[(4-methoxybenzyl)oxy]-3,3,5-trimethyloctan-2-one

: 74-88-4
methyl iodide

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

Guidance literature:: (4S,5S,6S)-6-[(tert-butyldimethylsilyl)oxy]-4-methoxy-8-[(4-methoxybenzyl)oxy]-3,3,5-trimethyloctan-2-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; at -78 - 0 ℃; for 4h;
DOI:10.1002/anie.201005605

Reference yield:

: 1268687-84-8
methyl (3S,4S,5S)-5-[(tert-butyldimethylsilyl)oxy]-3-methoxy-7-[(4-methoxybenzyl)oxy]-2,2,4-trimethylheptanoate

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: pentane / 3 h / 0 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C

2.2: 4 h / -78 - 0 °C

With lithium diisopropyl amide; In tetrahydrofuran; pentane;
DOI:10.1002/anie.201005605

Reference yield:

: 1268687-99-5
methyl (3S,4S,5S)-5-[(tert-butyldimethylsilyl)oxy]-3-hydroxy-7-[(4-methoxybenzyl)oxy]-2,2,4-trimethylheptanoate

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: proton sponge / dichloromethane / 48 h / -20 °C

2.1: pentane / 3 h / 0 °C

3.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C

3.2: 4 h / -78 - 0 °C

With lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1002/anie.201005605