5-Methoxy-pentanoic acid (E)-1-(dimethyl-phenyl-silanyl)-but-2-enyl ester

Base Information

• Chemical Name: 5-Methoxy-pentanoic acid (E)-1-(dimethyl-phenyl-silanyl)-but-2-enyl ester
• CAS No.: 96720-39-7
• Molecular Formula: C₁₈H₂₈O₃Si
• Molecular Weight: 320.504
• Mol file: 96720-39-7.mol

Synonyms:5-Methoxy-pentanoic acid (E)-1-(dimethyl-phenyl-silanyl)-but-2-enyl ester

Chemical Property of 5-Methoxy-pentanoic acid (E)-1-(dimethyl-phenyl-silanyl)-but-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Methoxy-pentanoic acid (E)-1-(dimethyl-phenyl-silanyl)-but-2-enyl ester

There total 2 articles about 5-Methoxy-pentanoic acid (E)-1-(dimethyl-phenyl-silanyl)-but-2-enyl 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: 87.0%

5-methoxypentanoyl chloride (96720-53-5) + (E)-1-(phenyldimethylsilyl)-2-buten-1-ol (96720-38-6) → 5-Methoxy-pentanoic acid (E)-1-(dimethyl-phenyl-silanyl)-but-2-enyl ester (96720-39-7)

Guidance literature:

In pyridine; benzene; at 0 - 25 ℃; for 6h;

DOI:10.1016/S0040-4039(00)98414-4

Reference yield:

dimethyl(phenyl)silyllithium (3839-31-4) → 5-Methoxy-pentanoic acid (E)-1-(dimethyl-phenyl-silanyl)-but-2-enyl ester (96720-39-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / tetrahydrofuran / -100 °C

2: 87 percent / pyridine; benzene / 6 h / 0 - 25 °C

In tetrahydrofuran; pyridine; benzene;

DOI:10.1016/S0040-4039(00)98414-4

Reference yield:

5-Methoxy-pentanoic acid (E)-1-(dimethyl-phenyl-silanyl)-but-2-enyl ester (96720-39-7) → (5E,9E)-(7R,8R)-10-(Dimethyl-phenyl-silanyl)-7-(3-methoxy-propyl)-8-methyl-deca-5,9-dienal (96720-44-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) LDA, t-BuMe₂SiCl, TMEDA 2.) aq HCl / 1.) THF, -78 gradC to 25 gradC, 3 h 2.) 12 h

2: diethyl ether / 0 - 25 °C

3: 1.) LiAlH₄ 2.) CrO₃*2pyr / 1.) Et₂O, 0 gradC to 25 gradC 2.) CH₂Cl₂

4: 75 percent / tetrahydrofuran / 0.33 h / -78 °C

5: 81 percent / Hg(OCOCF₃)2 / benzene / 2 h / 200 °C

6: 2.) aq. HCl / 1.) THF, -78 gradC, 1 h. 2.) THF, 25 gradC, 2 h.

With hydrogenchloride; lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; mercury(II) trifluoroacetate; dipyridine chromium trioxide; tert-butyldimethylsilyl chloride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; benzene;

DOI:10.1016/S0040-4039(00)98414-4

upstream raw materials:

5-methoxypentanoyl chloride

(E)-1-(phenyldimethylsilyl)-2-buten-1-ol

dimethyl(phenyl)silyllithium

Downstream raw materials:

(E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enoic acid

(E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enal

(E)-(4S,5R)-7-(Dimethyl-phenyl-silanyl)-4-(3-methoxy-propyl)-5-methyl-hepta-1,6-dien-3-ol

(E)-(2S,3R)-5-(Dimethyl-phenyl-silanyl)-2-(3-methoxy-propyl)-3-methyl-pent-4-enoic acid methyl ester