(3S,5E,8S,9S)-9-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,6,8-trimethylundeca-5,10-dien-7-one

Base Information

Chemical Name:(3S,5E,8S,9S)-9-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,6,8-trimethylundeca-5,10-dien-7-one
CAS No.:929568-43-4
Molecular Formula:C₂₈H₄₆O₄Si
Molecular Weight:474.756
Hs Code.:

Synonyms:(3S,5E,8S,9S)-9-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,6,8-trimethylundeca-5,10-dien-7-one

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Chemical Property of (3S,5E,8S,9S)-9-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,6,8-trimethylundeca-5,10-dien-7-one

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Technology Process of (3S,5E,8S,9S)-9-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,6,8-trimethylundeca-5,10-dien-7-one

There total 7 articles about (3S,5E,8S,9S)-9-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,6,8-trimethylundeca-5,10-dien-7-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: 87.0%

: 913288-85-4
(4S,5S)-5-(tert-butyldimethylsilyloxy)-2-(diethoxyphosphoryl)-4-methylhept-6-en-3-one

: 929568-32-1
(3S)-3-(4-methoxybenzyloxy)-4-methyl-pentanal

: 929568-43-4
(3S,5E,8S,9S)-9-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,6,8-trimethylundeca-5,10-dien-7-one

Guidance literature:: (4S,5S)-5-(tert-butyldimethylsilyloxy)-2-(diethoxyphosphoryl)-4-methylhept-6-en-3-one; With barium dihydroxide; In tetrahydrofuran; for 0.5h;

(3S)-3-(4-methoxybenzyloxy)-4-methyl-pentanal; In tetrahydrofuran; water; at 20 ℃; for 24h;
DOI:10.1021/ol062932z

Reference yield:

: 67760-85-4
(S)-2-methyl-5-hexen-3-ol

: 929568-43-4
(3S,5E,8S,9S)-9-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,6,8-trimethylundeca-5,10-dien-7-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 75 percent / potassium tert-butoxide / tetrahydrofuran / 4 h / 20 °C

2.1: 84 percent / sodium periodate / OsO₄ / tetrahydrofuran; H₂O / 2 h / 20 °C

3.1: Ba(OH)2*8H₂O / tetrahydrofuran / 0.5 h

3.2: 87 percent / tetrahydrofuran; H₂O / 24 h / 20 °C

With barium dihydroxide; sodium periodate; potassium tert-butylate; osmium(VIII) oxide; In tetrahydrofuran; water; 3.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ol062932z

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 929568-43-4
(3S,5E,8S,9S)-9-(tert-butyldimethylsilyloxy)-3-(4-methoxybenzyloxy)-2,6,8-trimethylundeca-5,10-dien-7-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 75 percent / potassium tert-butoxide / tetrahydrofuran / 4 h / 20 °C

2.1: 84 percent / sodium periodate / OsO₄ / tetrahydrofuran; H₂O / 2 h / 20 °C

3.1: Ba(OH)2*8H₂O / tetrahydrofuran / 0.5 h

3.2: 87 percent / tetrahydrofuran; H₂O / 24 h / 20 °C

With barium dihydroxide; sodium periodate; potassium tert-butylate; osmium(VIII) oxide; In tetrahydrofuran; water; 3.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ol062932z