(2R,5S,6S)-6-(N-benzyl-N-hydroxy)amino-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane-8-one

Base Information

• Chemical Name: (2R,5S,6S)-6-(N-benzyl-N-hydroxy)amino-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane-8-one
• CAS No.: 169478-04-0
• Molecular Formula: C₁₉H₂₀N₂O₃
• Molecular Weight: 324.379

Synonyms:(2R,5S,6S)-6-(N-benzyl-N-hydroxy)amino-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane-8-one

Chemical Property of (2R,5S,6S)-6-(N-benzyl-N-hydroxy)amino-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane-8-one

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of (2R,5S,6S)-6-(N-benzyl-N-hydroxy)amino-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane-8-one

There total 2 articles about (2R,5S,6S)-6-(N-benzyl-N-hydroxy)amino-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane-8-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: 90.0%

(3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one (134107-65-6) + N-benzyl hydroxylalmine (622-30-0) → (2R,5S,6S)-6-(N-benzyl-N-hydroxy)amino-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane-8-one (169478-04-0)

Guidance literature:

With water; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(97)10216-7

Reference yield: 5.0%

N-benzylmethylene nitrone (74635-18-0) + (3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one (134107-65-6) → (3aS,3bR,6R,7aR)-2-benzyl-1,2,3a,3b,4,7a-hexahydro-6-phenyl-3,5-dioxa-2,6a-diazacyclopentapentalen-7-one (160823-80-3) + (2R,5S,6S)-6-(N-benzyl-N-hydroxy)amino-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane-8-one (169478-04-0) + (3aR,3bS,6R,7aR)-2-benzyl-6-phenyl-hexahydro-1,5-dioxa-2,6a-diazabicyclopentalene-7-one + (3aR,3bR,6R,7aS)-2-benzyl-6-phenyl-hexahydro-3,5-dioxa-2,6a-diazacyclopentapentalene-7-one

Guidance literature:

In toluene; at 110 ℃; for 7h;

DOI:10.1016/0040-4020(95)00100-M

Reference yield: 100.0%

(2R,5S,6S)-6-(N-benzyl-N-hydroxy)amino-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane-8-one (169478-04-0) → (4S,5S)-4-(N-benzyl-N-hydroxy)amino-5-hydroxymethylpyrrolidin-2-one

Guidance literature:

With trifluoroacetic acid;

DOI:10.1016/S0040-4039(97)10216-7

upstream raw materials:

N-benzylmethylene nitrone

(3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one

N-benzyl hydroxylalmine

Downstream raw materials:

(2R,5R,6S)-6-N-benzylamino-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane-8-one

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