(2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-8-one

Base Information

• Chemical Name: (2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-8-one
• CAS No.: 254909-27-8
• Molecular Formula: C₁₅H₁₇NO₄
• Molecular Weight: 275.304

Synonyms:(2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-8-one

Chemical Property of (2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-8-one

Chemical Property:

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Technology Process of (2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-8-one

There total 2 articles about (2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-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: 72.0%

(3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one (103201-79-2,1820583-17-2) + Diethyl carbonate (105-58-8,76619-83-5) → (2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-8-one (254909-27-8)

Guidance literature:

With sodium hydride; In toluene; Heating;

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

Reference yield:

chloroformic acid ethyl ester (541-41-3) + (3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one (103201-79-2,1820583-17-2) → (2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-8-one (254909-27-8)

Guidance literature:

(3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 1h;

chloroformic acid ethyl ester; In tetrahydrofuran; mineral oil; for 16h; Reflux;

DOI:10.1039/c1ob05708a

Reference yield: 95.0%

(2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-8-one (254909-27-8) + 4-bromo-aniline (106-40-1) → (2R,5S)-1-aza-7-(4-bromophenylcarbamoyl)-3-oxa-8-oxo-2-phenylbicyclo[3.3.0]octane

Guidance literature:

With dmap; In toluene; for 20h; Reflux;

DOI:10.1021/jo502810b

upstream raw materials:

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

Diethyl carbonate

chloroformic acid ethyl ester

Downstream raw materials:

(+)-(2R,5S,7S)-7-phenylmethyl-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-bicyclo<3.3.0>octan-8-one

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