(S)-(-)-Nicotine-d4

Base Information

• Chemical Name: (S)-(-)-Nicotine-d4
• CAS No.: 284685-07-0
• Molecular Formula: C₁₀H₁₄N₂
• Molecular Weight: 176.123
• Mol file: 284685-07-0.mol

Synonyms:(S)-(-)-Nicotine-d4;S-()-Nicotine-pyridine-d4

Chemical Property of (S)-(-)-Nicotine-d4

Chemical Property:

Purity/Quality:

(S)-(-)-Nicotine-d4 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T+,N
• Statements: 25-27-51/53
• Safety Statements: 36/37-45-61

MSDS Files:

Useful:

• Uses: (S)-(-)-Nicotine-d4,the labelled analogue of (S)-(-)-Nicotine, a prototype nicotinic acetylcholine receptor agonist. (S)-(-)-Nicotine-d4 is the naturally occurring isomer. Nicotine can be absorbed through the alimentary canal, respiratory tract and intact skin. Nicotine is used in the treatment of smoking withdrawal syndrome. Nicotine has been used as an anthelmintic.

Technology Process of (S)-(-)-Nicotine-d4

There total 4 articles about (S)-(-)-Nicotine-d4 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:

1-(methyl-d3)pyrrolidine-2,5-dione-3,3,4,4-d4 + 3-bromopyridine-d4 (66148-14-9) → 3-(1-(methyl-d3)pyrrolidin-2-yl-2,3,3,4,4,5,5-d7)pyridine-2,4,5,6-d4 (284685-07-0)

Guidance literature:

3-bromopyridine-d₄; With n-butyllithium; In diethyl ether; at -78 ℃; for 1h; Inert atmosphere;

1-(methyl-d₃)pyrrolidine-2,5-dione-3,3,4,4-d₄; In diethyl ether; at -78 ℃; for 1h; Inert atmosphere;

With lithium aluminium deuteride; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.151680

Reference yield:

1-methylpyrrolidine-2,5-dione-3,3,4,4-d4 + 3-bromopyridine-d4 (66148-14-9) → 3-(1-methylpyrrolidin-2-yl-2,3,3,4,4,5,5-d7) pyridine-2,4,5,6-d4 (284685-07-0)

Guidance literature:

3-bromopyridine-d₄; With n-butyllithium; In diethyl ether; at -78 ℃; for 1h; Inert atmosphere;

1-methylpyrrolidine-2,5-dione-3,3,4,4-d₄; In diethyl ether; at -78 ℃; for 1h; Inert atmosphere;

With lithium aluminium deuteride; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.151680

Reference yield:

N-methylsuccinimide (1121-07-9) → 3-(1-methylpyrrolidin-2-yl-2,3,3,4,4,5,5-d7) pyridine-2,4,5,6-d4 (284685-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium acetate; d⁽⁴⁾-methanol / 24 h / 80 °C / Inert atmosphere

2.1: n-butyllithium / diethyl ether / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

2.3: 0 - 20 °C / Inert atmosphere

With n-butyllithium; d⁽⁴⁾-methanol; sodium acetate; In diethyl ether;

DOI:10.1016/j.tetlet.2020.151680

upstream raw materials:

3-bromopyridine-d₄

N-methylsuccinimide