(2R,5S,7S)-1-aza-3-oxa-8-oxo-2-phenyl-7-[ethyloxycarbonyl(benzhydrylideneamino)methyl]bicyclo[3.3.0]octane

Base Information

Chemical Name:(2R,5S,7S)-1-aza-3-oxa-8-oxo-2-phenyl-7-[ethyloxycarbonyl(benzhydrylideneamino)methyl]bicyclo[3.3.0]octane
CAS No.:637019-37-5
Molecular Formula:C₂₉H₂₈N₂O₄
Molecular Weight:468.552
Hs Code.:

Synonyms:(2R,5S,7S)-1-aza-3-oxa-8-oxo-2-phenyl-7-[ethyloxycarbonyl(benzhydrylideneamino)methyl]bicyclo[3.3.0]octane

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Chemical Property of (2R,5S,7S)-1-aza-3-oxa-8-oxo-2-phenyl-7-[ethyloxycarbonyl(benzhydrylideneamino)methyl]bicyclo[3.3.0]octane

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Technology Process of (2R,5S,7S)-1-aza-3-oxa-8-oxo-2-phenyl-7-[ethyloxycarbonyl(benzhydrylideneamino)methyl]bicyclo[3.3.0]octane

There total 2 articles about (2R,5S,7S)-1-aza-3-oxa-8-oxo-2-phenyl-7-[ethyloxycarbonyl(benzhydrylideneamino)methyl]bicyclo[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: 63.0%

: 69555-14-2
ethyl N-diphenylmethylene glycine

: 176484-87-0
(2R,5S,7S)-1-aza-3-oxa-8-oxo-2-phenyl-7-iodobicyclo[3.3.0]octane

: 637019-37-5
(2R,5S,7S)-1-aza-3-oxa-8-oxo-2-phenyl-7-[ethyloxycarbonyl(benzhydrylideneamino)methyl]bicyclo[3.3.0]octane

: (2R,5S,7R)-1-aza-3-oxa-8-oxo-2-phenyl-7-[ethyloxycarbonyl(benzhydrylideneamino)methyl]bicyclo[3.3.0]octane

Guidance literature:: ethyl N-diphenylmethylene glycine; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.25h;

(2R,5S,7S)-1-aza-3-oxa-8-oxo-2-phenyl-7-iodobicyclo[3.3.0]octane; In tetrahydrofuran; at -78 ℃; for 1h; Further stages.;
DOI:10.1039/b303924b

Reference yield:

: (3R,7aS)-6-Chloro-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one

: 637019-37-5
(2R,5S,7S)-1-aza-3-oxa-8-oxo-2-phenyl-7-[ethyloxycarbonyl(benzhydrylideneamino)methyl]bicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 16 percent / NaI / acetone / 10 h / Heating

2.1: LDA / tetrahydrofuran / 0.25 h / -78 °C

2.2: 63 percent / tetrahydrofuran / 1 h / -78 °C

With sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; acetone;
DOI:10.1039/b303924b

Reference yield:

: 637019-37-5
(2R,5S,7S)-1-aza-3-oxa-8-oxo-2-phenyl-7-[ethyloxycarbonyl(benzhydrylideneamino)methyl]bicyclo[3.3.0]octane

: 637019-67-1
Acetylamino-((3S,5S)-1-benzyl-5-hydroxymethyl-2-oxo-pyrrolidin-3-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: aq. H₂NOH*HCl / ethanol; CH₂Cl₂ / 16 h / Heating

2: 40 mg / Et₃N / CHCl₃ / 4.17 h / -5 - 0 °C

3: H₂ / Pd/C / acetic acid

With hydroxylamine hydrochloride; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; chloroform; acetic acid;
DOI:10.1039/b303924b