4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynylamine

Base Information

• Chemical Name: 4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynylamine
• CAS No.: 81639-06-7
• Molecular Formula: C₁₁H₂₀N₂
• Molecular Weight: 180.293
• Mol file: 81639-06-7.mol

Synonyms:

Chemical Property of 4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynylamine

There total 3 articles about 4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynylamine 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: 43.0%

2-[4-(2,6-Dimethyl-piperidin-1-yl)-but-2-ynyl]-isoindole-1,3-dione → 4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynylamine (81639-06-7) + N1,N2-bis[4-(2,6-dimethyl-1-piperidinyl)-2-butynyl]phthalamide (81639-03-4)

Guidance literature:

2-[4-(2,6-Dimethyl-piperidin-1-yl)-but-2-ynyl]-isoindole-1,3-dione; With hydrazine hydrate; In ethanol; for 1.5h; Reflux;

With hydrogenchloride; In ethanol; for 1.5h;

With potassium carbonate; In diethyl ether;

DOI:10.1007/s00044-012-0147-2

Reference yield: 7.0%

2-[4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynyl]-isoindole-1,3-dione (74484-72-3) → 4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynylamine (81639-06-7) + N1,N2-bis[4-(2,6-dimethyl-1-piperidinyl)-2-butynyl]phthalamide (81639-03-4)

Guidance literature:

With hydrazine hydrate; In ethanol; for 1.5h; Heating;

Reference yield:

N-propargylphthalimide (7223-50-9) + 2.6-dimethylpiperidine (504-03-0) → 4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynylamine (81639-06-7) + N1,N2-bis[4-(2,6-dimethyl-1-piperidinyl)-2-butynyl]phthalamide (81639-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) chloride / 1,4-dioxane

2.1: hydrazine hydrate / ethanol / 1.5 h / Reflux

2.2: 1.5 h

With hydrazine hydrate; copper(l) chloride; In 1,4-dioxane; ethanol; 1.1: |Mannich Aminomethylation;

DOI:10.1007/s00044-012-0147-2

upstream raw materials:

2-[4-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-but-2-ynyl]-isoindole-1,3-dione

N-propargylphthalimide

2.6-dimethylpiperidine

Downstream raw materials:

5-Oxo-pyrrolidine-2-carboxylic acid [4-((2S,6R)-2,6-dimethyl-piperidin-1-yl)-but-2-ynyl]-amide

(S)-5-Oxo-pyrrolidine-2-carboxylic acid [4-((2S,6R)-2,6-dimethyl-piperidin-1-yl)-but-2-ynyl]-amide

Refernces

• 1、 Muhi-Eldeen,Shubber,Musa,Khayat. "Synthesis and biological evaluation of L-5-[N-(4-tert-amino-2-butynyl) carbamoyl]-2-pyrrolidones and their racemates". . p. 49 - 52. Retrieved 2007/10/02.