methyl 2-(benzyloxy)-2-methyl-4-pentenoate

Base Information

• Chemical Name: methyl 2-(benzyloxy)-2-methyl-4-pentenoate
• CAS No.: 128549-13-3
• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.295
• Mol file: 128549-13-3.mol

Synonyms:

Chemical Property of methyl 2-(benzyloxy)-2-methyl-4-pentenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(benzyloxy)-2-methyl-4-pentenoate

There total 1 articles about methyl 2-(benzyloxy)-2-methyl-4-pentenoate 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:

2-hydroxy-2-methylpent-4-enoic acid methyl ester (62696-36-0) + benzyl bromide (100-39-0) → methyl 2-(benzyloxy)-2-methyl-4-pentenoate (128549-13-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; Yield given. Multistep reaction; 1. THF, room temperature, 1.5 h 2. 2 h, room temperature, then 2 h, reflux;

DOI:10.1021/jo00302a031

Reference yield: 40.0%

methyl 2-(benzyloxy)-2-methyl-4-pentenoate (128549-13-3) → (R)-2-Benzyloxy-2-methyl-pent-4-enoic acid methyl ester (128656-51-9) + (S)-2-Benzyloxy-2-methyl-pent-4-enoic acid (128549-20-2)

Guidance literature:

In various solvent(s); at 30 ℃; for 72h; lipase OF;

DOI:10.1021/jo00302a031

Reference yield:

methyl 2-(benzyloxy)-2-methyl-4-pentenoate (128549-13-3) → (S)-3-(2,2,4-trimethyl-1,3-dioxolan-4-yl)propan-1-ol p-toluenesulfonate (128656-57-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 52 percent / various solvent(s) / 72 h / 30 °C / lipase OF

2: 97 percent / LiAlH₄ / tetrahydrofuran

3: 1. BH₃ 2. NaOH, H₂O₂ / 1. THF, 15 min, room temperature 2. 1.5 h, H₂O, MeOH, room temperature

4: H₂ / Pd-C / ethanol / 48 h / Ambient temperature

5: 911 mg / p-TosOH / acetone / 5 h / Ambient temperature

6: 94 percent / pyridine

With pyridine; sodium hydroxide; lithium aluminium tetrahydride; borane; hydrogen; dihydrogen peroxide; palladium on activated charcoal; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; acetone;

DOI:10.1021/jo00302a031

upstream raw materials:

2-hydroxy-2-methylpent-4-enoic acid methyl ester

benzyl bromide

Downstream raw materials:

(R)-2-Benzyloxy-2-methyl-pent-4-enoic acid methyl ester

(S)-2-Benzyloxy-2-methyl-pent-4-enoic acid

2-Benzyloxy-2-methyl-pent-4-en-1-ol

(S)-2-(benzyloxy)-2-methylpentane-1,5-diol