(2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-ethynyl-6-methylpiperidine

Base Information

• Chemical Name: (2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-ethynyl-6-methylpiperidine
• CAS No.: 217499-57-5
• Molecular Formula: C₁₆H₂₁NO
• Molecular Weight: 243.349
• Mol file: 217499-57-5.mol

Synonyms:(2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-ethynyl-6-methylpiperidine

Chemical Property of (2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-ethynyl-6-methylpiperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-ethynyl-6-methylpiperidine

There total 1 articles about (2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-ethynyl-6-methylpiperidine 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:

(3R,5S)-5-methyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridine (191470-45-8) + acetylenemagnesium bromide (4301-14-8) → (R)-2-((2S,6S)-2-Ethynyl-6-methyl-piperidin-1-yl)-2-phenyl-ethanol + (2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-ethynyl-6-methylpiperidine (217499-57-5)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1016/S0040-4020(98)00863-1

Reference yield: 88.0%

(E)-1-iodonon-1-ene (52886-17-6,26143-08-8) + (2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-ethynyl-6-methylpiperidine (217499-57-5) → (2S,6R,1'R)-N-(2-hydroxy-1-phenylethyl)-2-methyl-6-[(E)-undec-3-en-1-ynyl]piperidine (217499-53-1)

Guidance literature:

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 20 ℃; for 12h;

DOI:10.1016/S0040-4020(98)00863-1

Reference yield:

(2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-ethynyl-6-methylpiperidine (217499-57-5) → (2S,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-methyl-6-undecylpiperidine (104642-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / pyrrolidine / Pd(PPh₃)4 / 12 h / 20 °C

2: 93 percent / H₂ / PtO₂ / benzene; acetic acid / 3 h / 20 °C / 760 Torr

With pyrrolidine; hydrogen; platinum(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetic acid; benzene; 1: Substitution / 2: Catalytic hydrogenation;

DOI:10.1016/S0040-4020(98)00863-1

upstream raw materials:

(3R,5S)-5-methyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridine

acetylenemagnesium bromide

Downstream raw materials:

(2S,6R,1'R)-N-(2-hydroxy-1-phenylethyl)-2-methyl-6-[(E)-undec-3-en-1-ynyl]piperidine

(2R,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-ethenyl-6-methylpiperidine

(2S,6S,1'R)-N-(2-hydroxy-1-phenylethyl)-2-methyl-6-undecylpiperidine