Δ^9(10),11(12)-eremophilene

Base Information

• Chemical Name: Δ^9(10),11(12)-eremophilene
• CAS No.: 54868-40-5
• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.356

Synonyms:Δ^9(10),11(12)-eremophilene

Chemical Property of Δ^9(10),11(12)-eremophilene

Chemical Property:

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Technology Process of Δ^9(10),11(12)-eremophilene

There total 5 articles about Δ^9(10),11(12)-eremophilene 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:

capsidiol (37208-05-2) → Δ9(10),11(12)-eremophilene (54868-40-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 100 percent / pyridine / 16 h / 20 °C

2.1: 72 percent / NH₃; Li / tetrahydrofuran / 0.83 h / -78 °C

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 - 20 °C

4.1: KOH / methanol / 2 h / 20 °C

5.1: 22 mg / LiAlH₄ / diethyl ether / 0.67 h / -78 °C

6.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -42 °C

6.2: tetrahydrofuran; hexane / 0.5 h / 20 °C

7.1: (Bu₃Sn)2O; AIBN; polymethylhydrosiloxane / 1-butanol / benzene / 5 h / Heating

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; n-butyllithium; polymethylhydrosiloxane; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); ammonia; lithium; dimethyl sulfoxide; triethylamine; bis(tri-n-butyltin)oxide; butan-1-ol; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; benzene; 3.1: Swern oxidation;

DOI:10.1021/jo049058c

Reference yield:

(2S,8S,8aR)-8,8a-Dimethyl-1,2,3,5,6,7,8,8a-octahydro-naphthalene-2-carboxylic acid methyl ester → Aristolochene (26620-71-3,43206-21-9,52690-46-7,54868-40-5,115888-31-8,123408-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: SOCl₂, Py

With pyridine; thionyl chloride; In diethyl ether;

DOI:10.1139/v73-326

Reference yield:

C16H24O2S2 → Aristolochene (26620-71-3,43206-21-9,52690-46-7,54868-40-5,115888-31-8,123408-96-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Raney-Ni

2: diethyl ether

3: SOCl₂, Py

With pyridine; thionyl chloride; nickel; In diethyl ether;

DOI:10.1139/v73-326

upstream raw materials:

capsidiol

Downstream raw materials:

7β-eremophilane

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