(6S,7aS)-6-azido-1,1-bis[3,5-bis(trifluoromethyl)phenyl]tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one

Base Information

• Chemical Name: (6S,7aS)-6-azido-1,1-bis[3,5-bis(trifluoromethyl)phenyl]tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one
• CAS No.: 1498288-74-6
• Molecular Formula: C₂₂H₁₂F₁₂N₄O₂
• Molecular Weight: 592.344
• Mol file: 1498288-74-6.mol

Synonyms:(6S,7aS)-6-azido-1,1-bis[3,5-bis(trifluoromethyl)phenyl]tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one

Chemical Property of (6S,7aS)-6-azido-1,1-bis[3,5-bis(trifluoromethyl)phenyl]tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6S,7aS)-6-azido-1,1-bis[3,5-bis(trifluoromethyl)phenyl]tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one

There total 4 articles about (6S,7aS)-6-azido-1,1-bis[3,5-bis(trifluoromethyl)phenyl]tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one 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: 100.0%

(6R,7aS)-1,1-bis[3,5-bis(trifluoromethyl)phenyl]-3-oxohexahydropyrrolo[1,2-c]oxazol-6-yl methanesulfonate (1498288-73-5) → (6S,7aS)-6-azido-1,1-bis[3,5-bis(trifluoromethyl)phenyl]tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one (1498288-74-6)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 70 ℃;

DOI:10.1002/cctc.201300097

Reference yield:

4R-4-hydroxyproline (51-35-4,30724-02-8) → (6S,7aS)-6-azido-1,1-bis[3,5-bis(trifluoromethyl)phenyl]tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one (1498288-74-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / methanol / 0 °C

2.1: magnesium / tetrahydrofuran / 1 h / 0 °C / Reflux

2.2: 2 h / 0 °C / Reflux

3.1: pyridine / dichloromethane / 6 h / 0 - 20 °C

4.1: sodium azide / N,N-dimethyl-formamide / 70 °C

With pyridine; sodium azide; potassium carbonate; magnesium; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/cctc.201300097

Reference yield:

(6R,7aS)-1,1-bis[3,5-bis(trifluoromethyl)phenyl]-6-hydroxytetrahydropyrrolo[1,2-c]oxazol-3(1H)-one (1360588-94-8) → (6S,7aS)-6-azido-1,1-bis[3,5-bis(trifluoromethyl)phenyl]tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one (1498288-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 6 h / 0 - 20 °C

2: sodium azide / N,N-dimethyl-formamide / 70 °C

With pyridine; sodium azide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/cctc.201300097

upstream raw materials:

4R-4-hydroxyproline

(6R,7aS)-1,1-bis[3,5-bis(trifluoromethyl)phenyl]-6-hydroxytetrahydropyrrolo[1,2-c]oxazol-3(1H)-one

(2S,4R)-(-)-N-methyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid methyl ester

(6R,7aS)-1,1-bis[3,5-bis(trifluoromethyl)phenyl]-3-oxohexahydropyrrolo[1,2-c]oxazol-6-yl methanesulfonate

Downstream raw materials:

C₃₀H₃₀F₁₂N₂O₂

C₃₄H₃₈F₁₂N₂O₂

C₃₈H₄₆F₁₂N₂O₂

(6S,7aS)-1,1-bis[3,5-bis(trifluoromethyl)phenyl]-6-(dimetylamino)tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one