(4S,5S)-5-((4-methoxybenzyl)oxy)-4-(methoxymethoxy)hept-6-en-1-ol

Base Information

Chemical Name:(4S,5S)-5-((4-methoxybenzyl)oxy)-4-(methoxymethoxy)hept-6-en-1-ol
CAS No.:1442433-23-9
Molecular Formula:C₁₇H₂₆O₅
Molecular Weight:310.39
Hs Code.:

Synonyms:(4S,5S)-5-((4-methoxybenzyl)oxy)-4-(methoxymethoxy)hept-6-en-1-ol

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Chemical Property of (4S,5S)-5-((4-methoxybenzyl)oxy)-4-(methoxymethoxy)hept-6-en-1-ol

Chemical Property:

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Technology Process of (4S,5S)-5-((4-methoxybenzyl)oxy)-4-(methoxymethoxy)hept-6-en-1-ol

There total 8 articles about (4S,5S)-5-((4-methoxybenzyl)oxy)-4-(methoxymethoxy)hept-6-en-1-ol 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:

: 118231-26-8
C₂₄H₃₂O₃Si

: 1442433-23-9
(4S,5S)-5-((4-methoxybenzyl)oxy)-4-(methoxymethoxy)hept-6-en-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1: C₄₈H₅₄N₆O₄; potassium carbonate; potassium osmate(VI) dihydrate; C₆FeN₆^(3-)*2K⁽¹⁺⁾; methanesulfonamide / tert-butyl alcohol; water / 24 h / 0 °C

2: camphor-10-sulfonic acid / dichloromethane / 3 h / 20 °C

3: diisobutylaluminium hydride / dichloromethane / 0.5 h / 0 °C

4: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

5: sodium hexamethyldisilazane / tetrahydrofuran / 4 h / -78 - 0 °C

6: acetic acid / water / 3 h / 50 °C

7: sodium hydride / tetrahydrofuran / 4 h / 0 °C

8: N-ethyl-N,N-diisopropylamine / 2 h / 20 °C

9: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

With potassium osmate(VI) dihydrate; methanesulfonamide; camphor-10-sulfonic acid; C₄₈H₅₄N₆O₄; C₆FeN₆^(3-)*2K⁽¹⁺⁾; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2013.04.069

Reference yield:

: 1442433-15-9
(4R,5S)-ethyl-5-(3-(tert-butyldiphenylsilyloxy)propyl)-2,2-di-methyl-1,3-dioxolane-4-carboxylate

: 1442433-23-9
(4S,5S)-5-((4-methoxybenzyl)oxy)-4-(methoxymethoxy)hept-6-en-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: diisobutylaluminium hydride / dichloromethane / 0.5 h / 0 °C

2: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

3: sodium hexamethyldisilazane / tetrahydrofuran / 4 h / -78 - 0 °C

4: acetic acid / water / 3 h / 50 °C

5: sodium hydride / tetrahydrofuran / 4 h / 0 °C

6: N-ethyl-N,N-diisopropylamine / 2 h / 20 °C

7: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tetlet.2013.04.069

Reference yield:

: 1442433-13-7
(2R,3S)-ethyl-6-(tert-butyldiphenylsilyloxy)-2,3-dihydroxyhexanoate

: 1442433-23-9
(4S,5S)-5-((4-methoxybenzyl)oxy)-4-(methoxymethoxy)hept-6-en-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1: camphor-10-sulfonic acid / dichloromethane / 3 h / 20 °C

2: diisobutylaluminium hydride / dichloromethane / 0.5 h / 0 °C

3: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

4: sodium hexamethyldisilazane / tetrahydrofuran / 4 h / -78 - 0 °C

5: acetic acid / water / 3 h / 50 °C

6: sodium hydride / tetrahydrofuran / 4 h / 0 °C

7: N-ethyl-N,N-diisopropylamine / 2 h / 20 °C

8: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

With camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tetlet.2013.04.069