Methyl (2E)-6,7,10,11-diepoxy-3,7,11-trimethyldodec-2-enoate

Base Information

• Chemical Name: Methyl (2E)-6,7,10,11-diepoxy-3,7,11-trimethyldodec-2-enoate
• CAS No.: 25506-84-7
• Molecular Formula: C₁₆H₂₆O₄
• Molecular Weight: 282.38
• Mol file: 25506-84-7.mol

Synonyms:

Chemical Property of Methyl (2E)-6,7,10,11-diepoxy-3,7,11-trimethyldodec-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl (2E)-6,7,10,11-diepoxy-3,7,11-trimethyldodec-2-enoate

There total 19 articles about Methyl (2E)-6,7,10,11-diepoxy-3,7,11-trimethyldodec-2-enoate 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:

trans geranyl acetone (3796-70-1) → Methyl (2E)-6,7,10,11-diepoxy-3,7,11-trimethyldodec-2-enoate (25506-84-7,68000-79-3,120293-93-8,137822-38-9,137822-42-5,146276-67-7,146276-68-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 22.5 percent / NaH / dimethylformamide / 18 h / 20 °C

2: m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.5 h

3: P₄₅₀ 6A₁; NADPH-cytochrome P₄₅₀ reductase / 0.33 h / Enzymatic reaction

With P₄₅₀ 6A₁; sodium hydride; 3-chloro-benzenecarboperoxoic acid; NADPH-cytochrome P₄₅₀ reductase; In dichloromethane; N,N-dimethyl-formamide; 1: Wittig reaction;

DOI:10.1021/tx9601162

Reference yield:

(Z)-nerylacetone (3879-26-3) → Methyl (2E)-6,7,10,11-diepoxy-3,7,11-trimethyldodec-2-enoate (25506-84-7,68000-79-3,120293-93-8,137822-38-9,137822-42-5,146276-67-7,146276-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 26 percent / NaH / dimethylformamide / 18 h / 20 °C

2: P₄₅₀ 6A₁; NADPH-cytochrome P₄₅₀ / 0.33 h / Enzymatic reaction

With NADPH-cytochrome P₄₅₀; P₄₅₀ 6A₁; sodium hydride; NADPH; In N,N-dimethyl-formamide; 1: Wittig reaction;

DOI:10.1021/tx9601162

Reference yield:

methyl (6E)-farnesoate (56194-27-5) → Methyl (2E)-6,7,10,11-diepoxy-3,7,11-trimethyldodec-2-enoate (25506-84-7,68000-79-3,120293-93-8,137822-38-9,137822-42-5,146276-67-7,146276-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.5 h

2: P₄₅₀ 6A₁; NADPH-cytochrome P₄₅₀ reductase / 0.33 h / Enzymatic reaction

With P₄₅₀ 6A₁; 3-chloro-benzenecarboperoxoic acid; NADPH-cytochrome P₄₅₀ reductase; In dichloromethane;

DOI:10.1021/tx9601162

upstream raw materials:

methyl (2Z,6E)-10,11-epoxyfarnesoate

methyl (2Z,6Z)-farnesenate

methyl (6E)-farnesoate

methyl (2Z)-6,7-epoxyfarnesoate

Refernces

• 1、 Lluch, Anna-Maria,Sanchez-Baeza, Francisco,Messeguer, Angel,Fusco, Caterina,Curci, Ruggero. "Regio- and Chemoselective Epoxidation of Fluorinated Monoterpenes and Sesquiterpenes by Dioxiranes". . p. 6299 - 6308. Retrieved 2007/10/02.
• 2、 Camps, F.,Messeguer, A.,Sanchez, Francisco-Jose. "ON THE COHERENCE OF INCORPORATION OF THE FLUOROVINYL MOIETY INTO BIOACTIVE ORGANIC COMPOUNDS. SYNTHESIS OF AN INSECT JUVENILE HORMONE III FLUORINATED ANALOG.". . p. 5161 - 5168. Retrieved 2007/10/02.