(R)-N⁽¹⁾-benzyl-2-allylpiperidine

Base Information

• Chemical Name: (R)-N⁽¹⁾-benzyl-2-allylpiperidine
• CAS No.: 1227062-96-5
• Molecular Formula: C₁₅H₂₁N
• Molecular Weight: 215.338
• Mol file: 1227062-96-5.mol

Synonyms:(R)-N⁽¹⁾-benzyl-2-allylpiperidine

Chemical Property of (R)-N⁽¹⁾-benzyl-2-allylpiperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-N⁽¹⁾-benzyl-2-allylpiperidine

There total 17 articles about (R)-N⁽¹⁾-benzyl-2-allylpiperidine 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: 92.0%

C10H20O6S2 + benzylamine (100-46-9) → (R)-N(1)-benzyl-2-allylpiperidine (1227062-96-5)

Guidance literature:

at 70 ℃; for 48h;

DOI:10.1055/s-0034-1380151

Reference yield: 52.0%

(R)-2-[N(1)-benzylpiperidin-2-yl]ethanal (1227062-95-4) + Methyltriphenylphosphonium bromide (1779-49-3) → (R)-N(1)-benzyl-2-allylpiperidine (1227062-96-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1055/S-0029-1219346

Reference yield:

1,1-dimethylethyl (E)-7-hydroxyhept-2-enoate (117471-84-8) → (R)-N(1)-benzyl-2-allylpiperidine (1227062-96-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: 1H-imidazole; iodine; triphenylphosphine / toluene; acetonitrile / 16 h / 65 °C

3.1: silver tetrafluoroborate / 16 h / 80 °C

4.1: diisobutylaluminium hydride / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C

5.2: -78 - 20 °C

6.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 - 20 °C

6.2: 16 h / 20 °C

With 1H-imidazole; silver tetrafluoroborate; n-butyllithium; oxalyl dichloride; potassium tert-butylate; iodine; diisobutylaluminium hydride; dimethyl sulfoxide; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; toluene; acetonitrile; 5.1: Swern oxidation / 5.2: Swern oxidation / 6.1: Wittig reaction / 6.2: Wittig reaction;

DOI:10.1016/j.tet.2011.09.038

upstream raw materials:

(R)-2-[N⁽¹⁾-benzylpiperidin-2-yl]ethanal

Methyltriphenylphosphonium bromide

3,4,5,6-tetrahydro-2H-pyran-2-one

tert-butyl (R,R)-3-[N-benzyl-N-(α-methylbenzyl)amino]-7-hydroxyheptanoate

Downstream raw materials:

(S)-coniine hydrochloride

coniine