(3R,6aR,10aS,10bR)-6-benzyloxycarbonyl-5-oxo-3-phenyl-2,3,6,6a,7,10,10a,10b-octahydro-5H-oxazolo[2,3-a]isoquinoline

Base Information

• Chemical Name: (3R,6aR,10aS,10bR)-6-benzyloxycarbonyl-5-oxo-3-phenyl-2,3,6,6a,7,10,10a,10b-octahydro-5H-oxazolo[2,3-a]isoquinoline
• CAS No.: 864967-36-2
• Molecular Formula: C₂₅H₂₅NO₄
• Molecular Weight: 403.478
• Mol file: 864967-36-2.mol

Synonyms:(3R,6aR,10aS,10bR)-6-benzyloxycarbonyl-5-oxo-3-phenyl-2,3,6,6a,7,10,10a,10b-octahydro-5H-oxazolo[2,3-a]isoquinoline

Chemical Property of (3R,6aR,10aS,10bR)-6-benzyloxycarbonyl-5-oxo-3-phenyl-2,3,6,6a,7,10,10a,10b-octahydro-5H-oxazolo[2,3-a]isoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,6aR,10aS,10bR)-6-benzyloxycarbonyl-5-oxo-3-phenyl-2,3,6,6a,7,10,10a,10b-octahydro-5H-oxazolo[2,3-a]isoquinoline

There total 1 articles about (3R,6aR,10aS,10bR)-6-benzyloxycarbonyl-5-oxo-3-phenyl-2,3,6,6a,7,10,10a,10b-octahydro-5H-oxazolo[2,3-a]isoquinoline 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: 85.0%

(3R,7R,8S,8aR)-7,8-diallyl-6-benzyloxycarbonyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine → (3R,6aR,10aS,10bR)-6-benzyloxycarbonyl-5-oxo-3-phenyl-2,3,6,6a,7,10,10a,10b-octahydro-5H-oxazolo[2,3-a]isoquinoline (864967-36-2)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ol051242c

Reference yield:

(3R,6aR,10aS,10bR)-6-benzyloxycarbonyl-5-oxo-3-phenyl-2,3,6,6a,7,10,10a,10b-octahydro-5H-oxazolo[2,3-a]isoquinoline (864967-36-2) → (3R,6aR,10aS,10bR)-5-Oxo-3-phenyl-decahydro-oxazolo[2,3-a]isoquinoline-6-carboxylic acid

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1021/ol051242c

Reference yield:

(3R,6aR,10aS,10bR)-6-benzyloxycarbonyl-5-oxo-3-phenyl-2,3,6,6a,7,10,10a,10b-octahydro-5H-oxazolo[2,3-a]isoquinoline (864967-36-2) → (3R,6aS,10aS,10bR)-5-oxo-3-phenyl-perhydrooxazolo[2,3-a]isoquinoline (864967-38-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / methanol / 48 h / 25 °C

2: 287 mg / toluene / 12 h / Heating

With hydrogen; palladium on activated charcoal; In methanol; toluene;

DOI:10.1016/j.tet.2007.01.072

Downstream raw materials:

(4aS,8aS)-2-[(1R)-2-hydroxy-1-phenylethyl]-perhydroisoquinoline

(3R,6aS,10aS,10bR)-5-oxo-3-phenyl-perhydrooxazolo[2,3-a]isoquinoline

(4aS,8aS)-2-[(1R)-2-hydroxy-1-phenylethyl]-3-oxo-perhydroisoquinoline

(4aS,8aS)-3-Oxo-octahydro-isoquinoline-2-carboxylic acid benzyl ester