Benzyl (6S,7S,10R)-7-Isopropyl-10-methyl-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-carboxylate

Base Information

• Chemical Name: Benzyl (6S,7S,10R)-7-Isopropyl-10-methyl-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-carboxylate
• CAS No.: 128143-56-6
• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.434

Synonyms:Benzyl (6S,7S,10R)-7-Isopropyl-10-methyl-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-carboxylate

Chemical Property of Benzyl (6S,7S,10R)-7-Isopropyl-10-methyl-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of Benzyl (6S,7S,10R)-7-Isopropyl-10-methyl-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-carboxylate

There total 2 articles about Benzyl (6S,7S,10R)-7-Isopropyl-10-methyl-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-carboxylate 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:

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) + 2-[1-Hydroxy-meth-(E)-ylidene]-malonic acid monobenzyl ester (128143-48-6) → Benzyl (6S,7S,10R)-7-Isopropyl-10-methyl-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-carboxylate (128143-56-6) + Benzyl (6R,7S,10R)-7-Isopropyl-10-methyl-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-carboxylate (128241-23-6)

Guidance literature:

With toluene-4-sulfonic acid; In acetic anhydride; at 0 ℃; for 120h;

Reference yield:

(2R,5S)-menthone (10458-14-7,14073-97-3,17627-49-5,7786-64-3) + benzyl 2,2-dimethyl-4-oxo-4H-1,3-dioxine-5-carboxylate (123798-26-5) → Benzyl (6S,7S,10R)-7-Isopropyl-10-methyl-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-carboxylate (128143-56-6) + Benzyl (6R,7S,10R)-7-Isopropyl-10-methyl-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-carboxylate (128241-23-6)

Guidance literature:

In benzene; for 0.5h; Yield given. Yields of byproduct given; Heating;

Reference yield: 55.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + Benzyl (6S,7S,10R)-7-Isopropyl-10-methyl-4-oxo-1,5-dioxaspiro<5.5>undec-2-ene-3-carboxylate (128143-56-6) → Benzyl (1S,2S,2'S,4S,5'R,7R,8R)-6-Oxo-3,5-dioxatricyclo<6.2.1.02,7>undec-9-ene-4-spiro(2'-isopropyl-5'-methyl)cyclohexane-7-carboxylate (128143-57-7)

Guidance literature:

With diethylaluminium chloride; In toluene; at 0 ℃; for 15h;

upstream raw materials:

(2R,5S)-menthone

benzyl 2,2-dimethyl-4-oxo-4H-1,3-dioxine-5-carboxylate

2-[1-Hydroxy-meth-(E)-ylidene]-malonic acid monobenzyl ester

Downstream raw materials:

Benzyl (1S,2S,2'S,4S,5'R,7R,8R)-6-Oxo-3,5-dioxatricyclo<6.2.1.0^2,7>undec-9-ene-4-spiro(2'-isopropyl-5'-methyl)cyclohexane-7-carboxylate

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