(2S,6R)-1-[(1'R)-2'-hydroxy-1'-phenylethyl]-2-methyl-6-propylpiperidine

Base Information

• Chemical Name: (2S,6R)-1-[(1'R)-2'-hydroxy-1'-phenylethyl]-2-methyl-6-propylpiperidine
• CAS No.: 88154-74-9
• Molecular Formula: C₁₇H₂₇NO
• Molecular Weight: 261.407
• Mol file: 88154-74-9.mol

Synonyms:(2S,6R)-1-[(1'R)-2'-hydroxy-1'-phenylethyl]-2-methyl-6-propylpiperidine

Chemical Property of (2S,6R)-1-[(1'R)-2'-hydroxy-1'-phenylethyl]-2-methyl-6-propylpiperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,6R)-1-[(1'R)-2'-hydroxy-1'-phenylethyl]-2-methyl-6-propylpiperidine

There total 7 articles about (2S,6R)-1-[(1'R)-2'-hydroxy-1'-phenylethyl]-2-methyl-6-propylpiperidine 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: 90.0%

n-propylmagnesium bromide (927-77-5) + (3R,5S)-5-methyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridine (191470-45-8) → (2S,6R)-1-[(1'R)-2'-hydroxy-1'-phenylethyl]-2-methyl-6-propylpiperidine (88154-74-9)

Guidance literature:

In tetrahydrofuran; at -40 ℃; for 15h;

DOI:10.1016/j.tetasy.2004.09.030

Reference yield: 70.0%

methyl magnesium iodide (917-64-6) + (3R,5S)-5-n-propyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridine (88056-98-8) → (2R,6S)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-methyl-6-propylpiperidine (88057-00-5) + (R)-2-((2S,6S)-2-Methyl-6-propyl-piperidin-1-yl)-2-phenyl-ethanol (88057-00-5,88154-74-9)

Guidance literature:

In diethyl ether; at -60 ℃; for 20h; Yields of byproduct given;

DOI:10.1021/ja00364a053

Reference yield:

(-)-2-cyano-6-phenyloxazolopiperidine (88056-92-2) → (R)-2-((2S,6S)-2-Methyl-6-propyl-piperidin-1-yl)-2-phenyl-ethanol (88057-00-5,88154-74-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, -78 deg C, 2.) 3 h

2: 1.) AgBF₄, 2.) Zn(BH₄)2 / 1.) THF, -60 deg C, 30 min

3: diethyl ether / 20 h / -60 °C

With silver tetrafluoroborate; zinc(II) tetrahydroborate; lithium diisopropyl amide; In diethyl ether;

DOI:10.1021/ja00364a053

upstream raw materials:

n-propylmagnesium bromide

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

(3R,5S)-5-Methyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile

methyl magnesium iodide