(2E,4E)-6-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-nona-2,4-dien-1-ol

Base Information

Chemical Name:(2E,4E)-6-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-nona-2,4-dien-1-ol
CAS No.:264143-26-2
Molecular Formula:C₂₃H₃₈O₃Si
Molecular Weight:390.638
Hs Code.:

Synonyms:(2E,4E)-6-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-nona-2,4-dien-1-ol

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Chemical Property of (2E,4E)-6-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-nona-2,4-dien-1-ol

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Technology Process of (2E,4E)-6-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-nona-2,4-dien-1-ol

There total 6 articles about (2E,4E)-6-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-nona-2,4-dien-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: 80.0%

: 264143-25-1
(2E,4E)-6-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-nona-2,4-dienoic acid methyl ester

: 264143-26-2
(2E,4E)-6-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-nona-2,4-dien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 - -50 ℃; for 1h;
DOI:10.1021/ja991241d

Reference yield:

: 78878-05-4
1-iodo-3-(tert-butyldimethylsilyloxy)propane

: 264143-26-2
(2E,4E)-6-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-nona-2,4-dien-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / NaH / tetrahydrofuran / 6 h / Heating

2: 86 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

3: 85 percent / NaH / tetrahydrofuran / 13 h / 20 °C

4: 87 percent / PCC; MS 4A / CH₂Cl₂ / 3 h / 0 °C

5: 80 percent / LDA / tetrahydrofuran / -78 - 0 °C

6: 80 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 - -50 °C

With lithium aluminium tetrahydride; sodium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 1: Alkylation / 2: Reduction / 3: Etherification / 4: Oxidation / 5: Wadsworth-Horner-Emmons reaction / 6: Reduction;
DOI:10.1021/ja991241d

Reference yield:

: 206270-84-0
2-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-malonic acid dimethyl ester

: 264143-26-2
(2E,4E)-6-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-nona-2,4-dien-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

2: 85 percent / NaH / tetrahydrofuran / 13 h / 20 °C

3: 87 percent / PCC; MS 4A / CH₂Cl₂ / 3 h / 0 °C

4: 80 percent / LDA / tetrahydrofuran / -78 - 0 °C

5: 80 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 - -50 °C

With lithium aluminium tetrahydride; sodium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 1: Reduction / 2: Etherification / 3: Oxidation / 4: Wadsworth-Horner-Emmons reaction / 5: Reduction;
DOI:10.1021/ja991241d