Isoxazole, 5-methyl-3-(1-methyl-2-pyrrolidinyl)-, (S)- (9CI)

Base Information

• Chemical Name: Isoxazole, 5-methyl-3-(1-methyl-2-pyrrolidinyl)-, (S)- (9CI)
• CAS No.: 161423-38-7
• Molecular Formula: C₉H₁₄N₂O
• Molecular Weight: 166.223
• Mol file: 161423-38-7.mol

Synonyms:Isoxazole, 5-methyl-3-(1-methyl-2-pyrrolidinyl)-, (S)- (9CI)

Chemical Property of Isoxazole, 5-methyl-3-(1-methyl-2-pyrrolidinyl)-, (S)- (9CI)

Chemical Property:

• Boiling Point: 251.7±28.0 °C(Predicted)
• PKA: 8.59±0.40(Predicted)
• Density: 1.063±0.06 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Isoxazole, 5-methyl-3-(1-methyl-2-pyrrolidinyl)-, (S)- (9CI)

There total 17 articles about Isoxazole, 5-methyl-3-(1-methyl-2-pyrrolidinyl)-, (S)- (9CI) 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: 83.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (R)-5-methyl-3-(pyrrolidin-2-yl)isoxazole hydrochloride → (S)-5-methyl-3-(1-methylpyrrolidin-2-yl)isoxazole (161423-38-7)

Guidance literature:

With sodium tris(acetoxy)borohydride; In methanol; water; at 20 ℃;

DOI:10.1039/c6ra02365g

Reference yield: 82.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (S)-5-methyl-3-(pyrrolidin-2-yl)isoxazole hydrochloride → (S)-5-methyl-3-(1-methylpyrrolidin-2-yl)isoxazole (161423-38-7)

Guidance literature:

With sodium tris(acetoxy)borohydride; In methanol; water; at 20 ℃;

DOI:10.1039/c6ra02365g

Reference yield:

tert-butyl (2S)-2-(5-(bromomethyl)-4,5-dihydroisoxazol-3-yl)pyrrolidine-1-carboxylate → (S)-5-methyl-3-(1-methylpyrrolidin-2-yl)isoxazole (161423-38-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 100 °C

2: acetyl chloride; methanol / ethyl acetate / 20 °C / Cooling with ice

3: sodium tris(acetoxy)borohydride / methanol; water / 20 °C

With methanol; sodium tris(acetoxy)borohydride; potassium carbonate; acetyl chloride; In methanol; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/c6ra02365g

upstream raw materials:

formaldehyd

5-Methyl-3-(S)-pyrrolidin-2-yl-isoxazole

Boc-L-Pro-H

N-(tert-butoxycarbonyl)-L-prolinol