2-Allyl-4-[1-phenyl-meth-(E)-ylidene]-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:2-Allyl-4-[1-phenyl-meth-(E)-ylidene]-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:276699-72-0
Molecular Formula:C₂₀H₂₇NO₂
Molecular Weight:313.44
Hs Code.:

Synonyms:2-Allyl-4-[1-phenyl-meth-(E)-ylidene]-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 2-Allyl-4-[1-phenyl-meth-(E)-ylidene]-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 2-Allyl-4-[1-phenyl-meth-(E)-ylidene]-piperidine-1-carboxylic acid tert-butyl ester

There total 7 articles about 2-Allyl-4-[1-phenyl-meth-(E)-ylidene]-piperidine-1-carboxylic acid tert-butyl 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: 89.0%

: 1100-88-5
benzyltriphenylphosphonium chloride

: 276699-71-9
tert-butyl 2-allyl-4-oxopiperidine-1-carboxylate

: 276699-72-0
2-Allyl-4-[1-phenyl-meth-(E)-ylidene]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: benzyltriphenylphosphonium chloride; With potassium tert-butylate; In tetrahydrofuran; for 24h;

tert-butyl 2-allyl-4-oxopiperidine-1-carboxylate; In tetrahydrofuran; at 23 ℃; Further stages.;
DOI:10.1021/ol006589o

Reference yield:

: 620-08-6,1232006-56-2
4-methoxypyridine

: 276699-72-0
2-Allyl-4-[1-phenyl-meth-(E)-ylidene]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / -20 °C

2.1: -78 °C

2.2: aq. HCl / 23 °C

3.1: 89 percent / sodium methoxide / methanol / 2 h / 23 °C

4.1: DMAP / acetonitrile / 23 °C

5.1: 90 percent / Zn / acetic acid / 50 °C

6.1: potassium t-butoxide / tetrahydrofuran / 24 h

6.2: 89 percent / tetrahydrofuran / 23 °C

With dmap; potassium tert-butylate; sodium methylate; zinc; In tetrahydrofuran; methanol; acetic acid; acetonitrile; 1.1: Acylation / 2.1: Grignard reaction / 2.2: Hydrolysis / 3.1: Hydrolysis / 4.1: Acylation / 5.1: Reduction / 6.1: deprotonation / 6.2: Wittig reaction;
DOI:10.1021/ol006589o

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 276699-72-0
2-Allyl-4-[1-phenyl-meth-(E)-ylidene]-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: DMAP / acetonitrile / 23 °C

2.1: 90 percent / Zn / acetic acid / 50 °C

3.1: potassium t-butoxide / tetrahydrofuran / 24 h

3.2: 89 percent / tetrahydrofuran / 23 °C

With dmap; potassium tert-butylate; zinc; In tetrahydrofuran; acetic acid; acetonitrile; 1.1: Acylation / 2.1: Reduction / 3.1: deprotonation / 3.2: Wittig reaction;
DOI:10.1021/ol006589o