(2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene

Base Information

• Chemical Name: (2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene
• CAS No.: 166765-36-2
• Molecular Formula: C₁₅H₁₅NO₄
• Molecular Weight: 273.288

Synonyms:(2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene

Chemical Property of (2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene

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Technology Process of (2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene

There total 2 articles about (2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene 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: 84.0%

(3R,7aS)-5-Oxo-3-phenyl-6-phenylselanyl-tetrahydro-pyrrolo[1,2-c]oxazole-6-carboxylic acid ethyl ester → (2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene (166765-36-2)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; at 30 ℃; for 0.5h;

DOI:10.1016/S0040-4020(97)00740-0

Reference yield:

(+)-(2R,5S,7R)-7-ethoxycarbonyl-2-phenyl-7-phenylselenyl-1-aza-3-oxa-bicyclo<3.3.0>octan-8-one → (2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene (166765-36-2)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; at 30 ℃; for 0.5h;

DOI:10.1016/0957-4166(95)00007-C

Reference yield: 95.0%

(2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene (166765-36-2) + 9-diazofluorenone (832-80-4) → (2R,5S,6S,7R)-spiro[1-aza-7-ethoxycarbonyl-8-oxo-3-oxa-2-phenyltricyclo[4.3.01,5.06,7]nonane-9,9'-fluorene] (1169969-27-0)

Guidance literature:

In acetone; stereoselective reaction; Reflux;

DOI:10.1016/j.tetasy.2009.02.037

Downstream raw materials:

(2R,5S,6S,11S)-11-ethoxycarbonyl-8,9-dimethyl-12-oxo-2-phenyl-1-aza-3-oxa-tricyclo[7.3.0^1,5.0^6,11]dodec-8-ene

(+)-(2R,5S,6R,7S)-7-Ethoxycarbonyl-6-[tris(ethoxycarbonyl)methyl]-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

(+)-(2R,5S,6S)-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

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