methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropanoate

Base Information

• Chemical Name: methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropanoate
• CAS No.: 634908-49-9
• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.376
• Mol file: 634908-49-9.mol

Synonyms:methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropanoate

Chemical Property of methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropanoate

There total 2 articles about methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropanoate 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: 86.0%

methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)acetate (306325-99-5) + benzyl bromide (100-39-0) → methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropanoate (634908-49-9)

Guidance literature:

methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)acetate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; at -78 - 25 ℃; for 21h;

DOI:10.1071/CH14586

Reference yield:

(E/Z)-methyl (2,2-dimethyltetrahydropyran-4-ylidene)acetate → methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropanoate (634908-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonium formate; palladium 10% on activated carbon / methanol / 1.5 h / 0 - 90 °C / Inert atmosphere

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

2.2: 21 h / -78 - 25 °C

With n-butyllithium; palladium 10% on activated carbon; ammonium formate; diisopropylamine; In tetrahydrofuran; methanol;

DOI:10.1071/CH14586

Reference yield: 93.0%

methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropanoate (634908-49-9) → 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropan-1-ol (634908-50-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.51667h; Inert atmosphere;

DOI:10.1071/CH14586

upstream raw materials:

methyl 2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)acetate

benzyl bromide

Downstream raw materials:

2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropan-1-ol

2-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-3-phenylpropyl methanesulfonate

3-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-4-phenylbutanenitrile

3-(2,2-dimethyltetrahydro-2H-pyran-4-yl)-4-phenylbutan-1-amine