3-(3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl)-prop-2-yn-1-ol

Base Information

• Chemical Name: 3-(3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl)-prop-2-yn-1-ol
• CAS No.: 220453-14-5
• Molecular Formula: C₁₇H₁₆F₃NO₂
• Molecular Weight: 323.315
• Mol file: 220453-14-5.mol

Synonyms:3-(3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl)-prop-2-yn-1-ol

Chemical Property of 3-(3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl)-prop-2-yn-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl)-prop-2-yn-1-ol

There total 4 articles about 3-(3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl)-prop-2-yn-1-ol 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: 76.0%

propargyl alcohol (107-19-7) + trifluoro-methanesulfonic acid 3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl ester (220453-09-8) → 3-(3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl)-prop-2-yn-1-ol (220453-14-5)

Guidance literature:

With copper(l) iodide;

DOI:10.1021/ja983389n

Reference yield:

(2S)-2-phenylglycinol (20989-17-7) → 3-(3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl)-prop-2-yn-1-ol (220453-14-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / p-toluenesulfonic acid

2: 1.) KHMDS / 1.) -78 deg C

3: 76 percent / CuI

With copper(l) iodide; potassium hexamethylsilazane; toluene-4-sulfonic acid;

DOI:10.1021/ja983389n

Reference yield:

6,6,6-trifluoro-5-oxohexanoic acid (184157-09-3) → 3-(3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl)-prop-2-yn-1-ol (220453-14-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / p-toluenesulfonic acid

2: 1.) KHMDS / 1.) -78 deg C

3: 76 percent / CuI

With copper(l) iodide; potassium hexamethylsilazane; toluene-4-sulfonic acid;

DOI:10.1021/ja983389n

upstream raw materials:

propargyl alcohol

trifluoro-methanesulfonic acid 3-phenyl-8a-trifluoromethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridin-5-yl ester

(2S)-2-phenylglycinol

6,6,6-trifluoro-5-oxohexanoic acid

Downstream raw materials:

(3S,5S,8aS)-5-Allyl-3-phenyl-8a-trifluoromethyl-hexahydro-oxazolo[3,2-a]pyridine

3-((3S,5S,8aS)-3-Phenyl-8a-trifluoromethyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl)-propan-1-ol