(E)-6-(4-azido-2,3,5,6-tetrafluorobenzyloxy)-1-tert-butyldimethylsilyloxy-3-methyl-2-hexene

Base Information

• Chemical Name: (E)-6-(4-azido-2,3,5,6-tetrafluorobenzyloxy)-1-tert-butyldimethylsilyloxy-3-methyl-2-hexene
• CAS No.: 447454-32-2
• Molecular Formula: C₂₀H₂₇F₄N₃O₃Si
• Molecular Weight: 461.532

Synonyms:(E)-6-(4-azido-2,3,5,6-tetrafluorobenzyloxy)-1-tert-butyldimethylsilyloxy-3-methyl-2-hexene

Chemical Property of (E)-6-(4-azido-2,3,5,6-tetrafluorobenzyloxy)-1-tert-butyldimethylsilyloxy-3-methyl-2-hexene

Chemical Property:

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Technology Process of (E)-6-(4-azido-2,3,5,6-tetrafluorobenzyloxy)-1-tert-butyldimethylsilyloxy-3-methyl-2-hexene

There total 2 articles about (E)-6-(4-azido-2,3,5,6-tetrafluorobenzyloxy)-1-tert-butyldimethylsilyloxy-3-methyl-2-hexene 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:

4-Azido-2,3,5,6-tetrafluorobenzoyl Chloride (122590-78-7) + (E)-6-(tert-butyldimethylsilyloxy)-4-methylhex-4-en-1-ol (447454-30-0) → (E)-6-(4-azido-2,3,5,6-tetrafluorobenzyloxy)-1-tert-butyldimethylsilyloxy-3-methyl-2-hexene (447454-32-2)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃;

DOI:10.1021/ja0124717

Reference yield:

1-(tert-butyldimethylsilyloxy)-6-(p-methoxybenzyloxy)-3-methylhex-2-ene → (E)-6-(4-azido-2,3,5,6-tetrafluorobenzyloxy)-1-tert-butyldimethylsilyloxy-3-methyl-2-hexene (447454-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 17 percent / DDQ / CH₂Cl₂; aq. phosphate buffer / 2.5 h / 20 °C / pH 7.2

2: pyridine / CH₂Cl₂ / 20 °C

With pyridine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In phosphate buffer; dichloromethane;

DOI:10.1021/ja0124717

Reference yield: 87.0%

(E)-6-(4-azido-2,3,5,6-tetrafluorobenzyloxy)-1-tert-butyldimethylsilyloxy-3-methyl-2-hexene (447454-32-2) → (E)-6-chloro-4-methyl-4-hexene-(4-azidotetrafluorobenzoate) (447454-33-3)

Guidance literature:

With dichlorotriphenylphosphorane; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1021/ja0124717

upstream raw materials:

4-Azido-2,3,5,6-tetrafluorobenzoyl Chloride

(E)-6-(tert-butyldimethylsilyloxy)-4-methylhex-4-en-1-ol

Downstream raw materials:

(E)-6-chloro-4-methyl-4-hexene-(4-azidotetrafluorobenzoate)

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