(Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-oxo-hept-2-enoic acid ethyl ester

Base Information

• Chemical Name: (Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-oxo-hept-2-enoic acid ethyl ester
• CAS No.: 861144-50-5
• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.423
• Mol file: 861144-50-5.mol

Synonyms:(Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-oxo-hept-2-enoic acid ethyl ester

Chemical Property of (Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-oxo-hept-2-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-oxo-hept-2-enoic acid ethyl ester

There total 7 articles about (Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-oxo-hept-2-enoic acid ethyl ester 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:

(Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-methylene-hept-2-enoic acid ethyl ester (861144-49-2) → (Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-oxo-hept-2-enoic acid ethyl ester (861144-50-5)

Guidance literature:

(Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-methylene-hept-2-enoic acid ethyl ester; With pyridine; ozone; In dichloromethane; at -72 ℃; for 0.0666667h;

With pyridine; dimethylsulfide; In dichloromethane; at -72 - 20 ℃; for 3h;

DOI:10.1002/anie.200500480

Reference yield:

(S)-2-Hydroxy-2-methyl-1,1-dipropoxy-pentan-3-one (861144-47-0) → (Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-oxo-hept-2-enoic acid ethyl ester (861144-50-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium tert-pentoxide / toluene; benzene / 0.25 h / 95 °C

2.1: TfOH / diethyl ether / 0.25 h / 0 °C

3.1: aq. HCl / acetone / 20 °C

4.1: TiCl₄; pyridine / tetrahydrofuran / 14 h / 0 - 20 °C

5.1: O₃; pyridine / CH₂Cl₂ / 0.07 h / -72 °C

5.2: Me₂S; pyridine / CH₂Cl₂ / 3 h / -72 - 20 °C

With pyridine; hydrogenchloride; trifluorormethanesulfonic acid; titanium tetrachloride; potassium 2-methylbutan-2-olate; ozone; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; toluene; benzene; 1.1: Wittig reaction / 4.1: Knoevenagel condensation;

DOI:10.1002/anie.200500480

Reference yield:

(R)-2-(4-Methoxy-benzyloxy)-2-methyl-3-methylene-pentanal (861144-46-9) → (Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-oxo-hept-2-enoic acid ethyl ester (861144-50-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TiCl₄; pyridine / tetrahydrofuran / 14 h / 0 - 20 °C

2.1: O₃; pyridine / CH₂Cl₂ / 0.07 h / -72 °C

2.2: Me₂S; pyridine / CH₂Cl₂ / 3 h / -72 - 20 °C

With pyridine; titanium tetrachloride; ozone; In tetrahydrofuran; dichloromethane; 1.1: Knoevenagel condensation;

DOI:10.1002/anie.200500480

upstream raw materials:

(Z)-(S)-2-Acetyl-4-(4-methoxy-benzyloxy)-4-methyl-5-methylene-hept-2-enoic acid ethyl ester

(S)-2-Hydroxy-2-methyl-1,1-dipropoxy-pentan-3-one

(R)-2-(4-Methoxy-benzyloxy)-2-methyl-3-methylene-pentanal

(R)-2-Methyl-3-methylene-1,1-dipropoxy-pentan-2-ol