(2R,5S,7R,1'S)-1-aza-7-(1'-cyano-1'-phenylmethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane

Base Information

Chemical Name:(2R,5S,7R,1'S)-1-aza-7-(1'-cyano-1'-phenylmethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane
CAS No.:878722-66-8
Molecular Formula:C₂₃H₂₂N₂O₄
Molecular Weight:390.439
Hs Code.:

Synonyms:(2R,5S,7R,1'S)-1-aza-7-(1'-cyano-1'-phenylmethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane

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Chemical Property of (2R,5S,7R,1'S)-1-aza-7-(1'-cyano-1'-phenylmethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane

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Technology Process of (2R,5S,7R,1'S)-1-aza-7-(1'-cyano-1'-phenylmethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane

There total 2 articles about (2R,5S,7R,1'S)-1-aza-7-(1'-cyano-1'-phenylmethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane 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: 42.0%

: 5798-79-8
bromo-phenyl-acetonitrile

: 254909-27-8
(2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-8-one

: 878722-66-8
(2R,5S,7R,1'S)-1-aza-7-(1'-cyano-1'-phenylmethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane

Guidance literature:: (2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-8-one; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

bromo-phenyl-acetonitrile; In tetrahydrofuran; for 16h; diastereoselective reaction; Inert atmosphere;
DOI:10.1039/c1ob05708a

Reference yield:

: 103201-79-2,1820583-17-2
(3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one

: 878722-66-8
(2R,5S,7R,1'S)-1-aza-7-(1'-cyano-1'-phenylmethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C

1.2: 16 h / Reflux

2.1: sodium hydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.2: 16 h / Inert atmosphere

With sodium hydride; In tetrahydrofuran; mineral oil;
DOI:10.1039/c1ob05708a

Reference yield: 21.0%

: 878722-66-8
(2R,5S,7R,1'S)-1-aza-7-(1'-cyano-1'-phenylmethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane

: 878722-86-2
(2R,5S,7S,4'S)-(4'-phenyl)-spiro[1-aza-8-oxo-2-phenyl-3-oxabicyclo[3.3.0]octane]-7,3'-[pyrrolidin-2'-one]

Guidance literature:: (2R,5S,7R,1'S)-1-aza-7-(1'-cyano-1'-phenylmethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane; With cobalt(II) chloride hexahydrate; In ethanol; for 0.0833333h;

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 16h;
DOI:10.1039/c1ob05708a