Cyano-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetic acid ethyl ester

Base Information

• Chemical Name: Cyano-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetic acid ethyl ester
• CAS No.: 109878-42-4
• Molecular Formula: C₁₈H₂₃NO₃
• Molecular Weight: 301.386

Synonyms:Cyano-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetic acid ethyl ester

Chemical Property of Cyano-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetic acid ethyl ester

Chemical Property:

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Technology Process of Cyano-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetic acid ethyl ester

There total 2 articles about Cyano-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetic 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:

2,2-dimethyltetrahydropyran-4-one (1194-16-7) → Cyano-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetic acid ethyl ester (109878-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium acetate / toluene / Reflux; Dean-Stark trap

2: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / -78 - 20 °C

With copper(I) bromide dimethylsulfide complex; ammonium acetate; In tetrahydrofuran; toluene;

DOI:10.1021/jm200249a

Reference yield:

ethyl 2-cyanoacetate (105-56-6) → Cyano-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetic acid ethyl ester (109878-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium acetate / toluene / Reflux; Dean-Stark trap

2: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / -78 - 20 °C

With copper(I) bromide dimethylsulfide complex; ammonium acetate; In tetrahydrofuran; toluene;

DOI:10.1021/jm200249a

Reference yield: 61.1%

Cyano-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-acetic acid ethyl ester (109878-42-4) → 3-Amino-2-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-propan-1-ol (120729-54-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃;

DOI:10.1007/BF00764464

upstream raw materials:

2,2-dimethyltetrahydropyran-4-one

ethyl 2-cyanoacetate

Downstream raw materials:

3-Amino-2-(2,2-dimethyl-4-phenyl-tetrahydro-pyran-4-yl)-propan-1-ol

N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]-3-methoxy-4-methylaniline

3-tert-butyl-N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]aniline

4-tert-butyl-N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]aniline

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