(4R,8S,8aR)-8-Methyl-4,8a-diphenyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,6-dione

Base Information

• Chemical Name: (4R,8S,8aR)-8-Methyl-4,8a-diphenyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,6-dione
• CAS No.: 195528-52-0
• Molecular Formula: C₂₀H₁₉NO₃
• Molecular Weight: 321.376
• Mol file: 195528-52-0.mol

Synonyms:(4R,8S,8aR)-8-Methyl-4,8a-diphenyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,6-dione

Chemical Property of (4R,8S,8aR)-8-Methyl-4,8a-diphenyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,6-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,8S,8aR)-8-Methyl-4,8a-diphenyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,6-dione

There total 2 articles about (4R,8S,8aR)-8-Methyl-4,8a-diphenyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,6-dione 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:

(2S,3R)-3,5-diphenylmorpholinone (173167-55-0) → (4R,8S,8aR)-8-Methyl-4,8a-diphenyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,6-dione (195528-52-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CsF, Si(OMe)4 / 1 h / Ambient temperature

2: trifluoroacetic acid / methanol / 72 h / Heating

With tetramethylorthosilicate; cesium fluoride; trifluoroacetic acid; In methanol;

DOI:10.1055/s-1997-947

Reference yield:

3-((R)-2-Oxo-3,5-diphenyl-morpholin-3-yl)-butyric acid methyl ester → (4R,8S,8aR)-8-Methyl-4,8a-diphenyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,6-dione (195528-52-0) + (4R,8R,8aS)-8-Methyl-4,8a-diphenyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,6-dione

Guidance literature:

With trifluoroacetic acid; In methanol; for 72h; Yield given. Yields of byproduct given; Heating;

DOI:10.1055/s-1997-947

Reference yield: 95.0%

(4R,8S,8aR)-8-Methyl-4,8a-diphenyl-tetrahydro-pyrrolo[2,1-c][1,4]oxazine-1,6-dione (195528-52-0) → (4R,8S,8aR)-8-Methyl-4,8a-diphenyl-hexahydro-pyrrolo[2,1-c][1,4]oxazin-1-one (195528-62-2)

Guidance literature:

With borane; In tetrahydrofuran; for 1.5h; Heating;

DOI:10.1055/s-1997-947

upstream raw materials:

(2S,3R)-3,5-diphenylmorpholinone

Downstream raw materials:

(4R,8S,8aR)-8-Methyl-4,8a-diphenyl-hexahydro-pyrrolo[2,1-c][1,4]oxazin-1-one