(6R,E)-6-(4-methoxymethoxy-6-phenyl-hex-2-enyl)-5,6-dihydro-pyran-2-one

Base Information

• Chemical Name: (6R,E)-6-(4-methoxymethoxy-6-phenyl-hex-2-enyl)-5,6-dihydro-pyran-2-one
• CAS No.: 1335200-86-6
• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.397
• Mol file: 1335200-86-6.mol

Synonyms:(6R,E)-6-(4-methoxymethoxy-6-phenyl-hex-2-enyl)-5,6-dihydro-pyran-2-one

Chemical Property of (6R,E)-6-(4-methoxymethoxy-6-phenyl-hex-2-enyl)-5,6-dihydro-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,E)-6-(4-methoxymethoxy-6-phenyl-hex-2-enyl)-5,6-dihydro-pyran-2-one

There total 11 articles about (6R,E)-6-(4-methoxymethoxy-6-phenyl-hex-2-enyl)-5,6-dihydro-pyran-2-one 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: 65.0%

[(S)-2-(6-oxo-3,6-dihydro-2H-pyran-2-yl) acetaldehyde] + 5-(2-methoxymethoxy-4-phenylbutane-1-sulfonyl)-1-phenyl-1H-tetrazole (1335200-80-0) → (6R,E)-6-(4-methoxymethoxy-6-phenyl-hex-2-enyl)-5,6-dihydro-pyran-2-one (1335200-86-6)

Guidance literature:

[(S)-2-(6-oxo-3,6-dihydro-2H-pyran-2-yl) acetaldehyde]; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃;

5-(2-methoxymethoxy-4-phenylbutane-1-sulfonyl)-1-phenyl-1H-tetrazole; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.tetlet.2011.07.109

Reference yield:

(6S)-6-(2-hydroxyethyl)-5,6-dihydro-2H-pyran-2-one → (6R,E)-6-(4-methoxymethoxy-6-phenyl-hex-2-enyl)-5,6-dihydro-pyran-2-one (1335200-86-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C

2.1: potassium hexamethylsilazane / tetrahydrofuran / -78 °C

2.2: -78 °C

With potassium hexamethylsilazane; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 2.1: Julia-Kocienski olefination / 2.2: Julia-Kocienski olefination;

DOI:10.1016/j.tetlet.2011.07.109

Reference yield:

2-methoxymethoxy-4-phenylbutan-1-ol (1192826-42-8) → (6R,E)-6-(4-methoxymethoxy-6-phenyl-hex-2-enyl)-5,6-dihydro-pyran-2-one (1335200-86-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 °C

3.1: potassium hexamethylsilazane / tetrahydrofuran / -78 °C

3.2: -78 °C

With di-isopropyl azodicarboxylate; potassium hexamethylsilazane; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1.1: Mitsunobu reaction / 3.1: Julia-Kocienski olefination / 3.2: Julia-Kocienski olefination;

DOI:10.1016/j.tetlet.2011.07.109

upstream raw materials:

3-phenyl-propionaldehyde

2-methoxymethoxy-4-phenylbutan-1-ol

5-(2-methoxymethoxy-4-phenylbutane-1-sulfonyl)-1-phenyl-1H-tetrazole

5-(2-methoxymethoxy-4-phenylbutylsulphanyl)-1-phenyl-1H-tetrazole

Downstream raw materials:

(6R)-6-[(2E)-4-oxo-6-phenylhex-2-en-1-yl]-5,6-dihydro-2H-pyran-2-one

C₁₇H₂₀O₃