(2R)-2-((3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl)-2-phenylethanol

Base Information

• Chemical Name: (2R)-2-((3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl)-2-phenylethanol
• CAS No.: 436807-13-5
• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.354
• Mol file: 436807-13-5.mol

Synonyms:(2R)-2-((3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl)-2-phenylethanol

Chemical Property of (2R)-2-((3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl)-2-phenylethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-((3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl)-2-phenylethanol

There total 4 articles about (2R)-2-((3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl)-2-phenylethanol 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%

2-(allyloxy)benzaldehyde (28752-82-1) + (R)-α-(hydroxymethyl)benzylhydroxylamine (321174-47-4) → (2R)-2-((3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl)-2-phenylethanol (436807-13-5) + (2R)-2-((3aR,9bS)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl)-2-phenylethanol

Guidance literature:

With isopropyl alcohol; magnesium bromide; In tetrahydrofuran; at 65 ℃; for 120h;

DOI:10.1021/jo034940o

Reference yield:

(2R)-2-[(Z)-[2-(allyloxy)benzylidene](oxido)amino]-2-phenylethanol → (2R)-2-((3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl)-2-phenylethanol (436807-13-5) + (2R)-2-((3aR,9bS)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl)-2-phenylethanol

Guidance literature:

With zinc trifluoromethanesulfonate; triethylamine; In dichloromethane; at 40 ℃; for 72h;

DOI:10.1021/jo011015y

Reference yield:

2-(allyloxy)benzaldehyde (28752-82-1) → (2R)-2-((3aS,9bR)-3a,9b-dihydro-3H-chromeno[4,3-c]isoxazol-1(4H)-yl)-2-phenylethanol (436807-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / glacial AcOH; MgSO₄ / CH₂Cl₂ / 5 h / 20 °C

2: Zn(OTf)2; Et₃N / CH₂Cl₂ / 72 h / 40 °C

With zinc trifluoromethanesulfonate; magnesium sulfate; acetic acid; triethylamine; In dichloromethane;

DOI:10.1021/jo011015y

upstream raw materials:

2-(allyloxy)benzaldehyde

(R)-α-(hydroxymethyl)benzylhydroxylamine