RIMANTADINE-D4 HCL (ETHYL-D4)

Base Information

• Chemical Name: RIMANTADINE-D4 HCL (ETHYL-D4)
• CAS No.: 350818-67-6
• Molecular Formula: C₁₂H₂₁N*ClH
• Molecular Weight: 219.735
• Mol file: 350818-67-6.mol

Synonyms:RIMANTADINE-D4 HCL (ETHYL-D4);RIMANTADINE-D4 HYDROCHLORIDE (ETHYL-D4);Rimantadine-D4 (ethyl-D4)HCl;1-ADAMANTYLETHYLAMINE HCl;Rimantadine-D4 (ethyl-D4)Cl;(1-(1-Adamantyl)ethylamineCl)

Chemical Property of RIMANTADINE-D4 HCL (ETHYL-D4)

Chemical Property:

• PSA: 26.02000
• LogP: 4.05230

Purity/Quality:

99%min. ^*data from raw suppliers

Rimantadine-d4Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Rimantadine-d4 Hydrochloride is an isotope labeled version of Rimantadine Hydrochloride, an antiviral agent.

Technology Process of RIMANTADINE-D4 HCL (ETHYL-D4)

There total 4 articles about RIMANTADINE-D4 HCL (ETHYL-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: 85.0%

Adamantyl-(1)-carbaldehyd-oxim (20137-98-8) → D4-rimantadine hydrochloride (350818-67-6)

Guidance literature:

Adamantyl-⁽¹⁾-carbaldehyd-oxim; With samarium diiodide; water-d2; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

With hydrogenchloride;

Reference yield: 85.0%

1-((3r,5r,7r)-adamantan-1-yl)ethan-1-one-2,2,2-d3 oxime-2,2,2-d3 → D4-rimantadine hydrochloride (350818-67-6)

Guidance literature:

1-((3r,5r,7r)-adamantan-1-yl)ethan-1-one-2,2,2-d₃ oxime-2,2,2-d₃; With samarium diiodide; water-d2; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

With hydrogenchloride;

DOI:10.1021/acs.joc.0c02829

Reference yield:

1-Adamantanecarbonyl chloride (2094-72-6) → D4-rimantadine hydrochloride (350818-67-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium / diethyl ether / 2 h / 25 - 30 °C

1.2: 1 h / 0 - 30 °C / Inert atmosphere

2.1: sodium acetate; hydroxylamine hydrochloride / water; ethanol / 4 h / 85 °C

3.1: lithium aluminium deuteride / tetrahydrofuran / 7 h / 0 - 80 °C

3.2: 3 h / 25 - 30 °C

With lithium aluminium deuteride; hydroxylamine hydrochloride; sodium acetate; magnesium; In tetrahydrofuran; diethyl ether; ethanol; water;

upstream raw materials:

1-Adamantanecarbonyl chloride

1-Adamantanecarboxylic acid

Adamantyl-⁽¹⁾-carbaldehyd-oxim

Refernces

• 1、 Ning, Lei,Li, Hengzhao,Lai, Zemin,Szostak, Michal,Chen, Xingyue,Dong, Yanhong,Jin, Shuhui,An, Jie. "Synthesis of α-Deuterated Primary Amines via Reductive Deuteration of Oximes Using D2O as a Deuterium Source". supporting information. p. 2907 - 2916. Retrieved 2021/02/27.