5H-Oxazolo[3,2-a]pyridine, hexahydro-3-phenyl-5-propyl-

Base Information

• Chemical Name: 5H-Oxazolo[3,2-a]pyridine, hexahydro-3-phenyl-5-propyl-
• CAS No.: 88056-98-8
• Molecular Formula: C16H23NO
• Molecular Weight: 245.365
• DSSTox Substance ID: DTXSID80396110
• Mol file: 88056-98-8.mol

Synonyms:5H-Oxazolo[3,2-a]pyridine, hexahydro-3-phenyl-5-propyl-;88056-98-8;DTXSID80396110

Chemical Property of 5H-Oxazolo[3,2-a]pyridine, hexahydro-3-phenyl-5-propyl-

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 245.177964357
• Heavy Atom Count: 18
• Complexity: 262

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1CCCC2N1C(CO2)C3=CC=CC=C3

Technology Process of 5H-Oxazolo[3,2-a]pyridine, hexahydro-3-phenyl-5-propyl-

There total 5 articles about 5H-Oxazolo[3,2-a]pyridine, hexahydro-3-phenyl-5-propyl- 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: 93.0%

(+)-(3R,5S)-5-n-propyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridin-4-ylium iodide → (3R,5S)-5-n-propyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridine (88056-98-8)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -10 ℃; for 0.166667h;

DOI:10.1016/j.tetasy.2004.09.030

Reference yield:

D-2-phenylglycinol (56613-80-0) → (3R,5S)-5-n-propyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridine (88056-98-8)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂O / 1 h / pH 3.0

2: H₂O / 72 h / Ambient temperature; pH 3.0

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

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

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

DOI:10.1021/ja00364a053

Reference yield:

(R)-3-Phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine → (3R,5S)-5-n-propyl-3-phenyl-2,3,5,6,7,8-hexahydro-oxazolo[3,2-a]pyridine (88056-98-8)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂O / 72 h / Ambient temperature; pH 3.0

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

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

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

DOI:10.1021/ja00364a053

upstream raw materials:

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

D-2-phenylglycinol

(-)-2-cyano-6-phenyloxazolopiperidine

Downstream raw materials:

coniine

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

(R)-2-((2S,6S)-2-Methyl-6-propyl-piperidin-1-yl)-2-phenyl-ethanol