(+)-(2R,5S)-1-aza-3-oxa-9-oxo-2-phenyl-8,8-bis(phenylselenenyl)bicyclo[4.3.0]nonane

Base Information

Chemical Name:(+)-(2R,5S)-1-aza-3-oxa-9-oxo-2-phenyl-8,8-bis(phenylselenenyl)bicyclo[4.3.0]nonane
CAS No.:158362-67-5
Molecular Formula:C₂₅H₂₃NO₂Se₂
Molecular Weight:527.383
Hs Code.:

Synonyms:(+)-(2R,5S)-1-aza-3-oxa-9-oxo-2-phenyl-8,8-bis(phenylselenenyl)bicyclo[4.3.0]nonane

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Chemical Property of (+)-(2R,5S)-1-aza-3-oxa-9-oxo-2-phenyl-8,8-bis(phenylselenenyl)bicyclo[4.3.0]nonane

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Technology Process of (+)-(2R,5S)-1-aza-3-oxa-9-oxo-2-phenyl-8,8-bis(phenylselenenyl)bicyclo[4.3.0]nonane

There total 4 articles about (+)-(2R,5S)-1-aza-3-oxa-9-oxo-2-phenyl-8,8-bis(phenylselenenyl)bicyclo[4.3.0]nonane 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: 50.0%

: 5707-04-0
Phenylselenyl chloride

: 158362-66-4
(2R,5S)-1-aza-3-oxa-9-oxo-2-phenylbicyclo[4.3.0]nonane

: 158362-67-5
(+)-(2R,5S)-1-aza-3-oxa-9-oxo-2-phenyl-8,8-bis(phenylselenenyl)bicyclo[4.3.0]nonane

Guidance literature:: (2R,5S)-1-aza-3-oxa-9-oxo-2-phenylbicyclo[4.3.0]nonane; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h;

Phenylselenyl chloride; In tetrahydrofuran; at -78 - 20 ℃; for 1.5h; Further stages.;
DOI:10.1039/b316037h

Reference yield:

: 97347-42-7
(+)-(S)-N₂,N₆-bis[(1,1-dimethylethoxy)carbonyl]-6-oxo-lysine methyl ester

: 158362-67-5
(+)-(2R,5S)-1-aza-3-oxa-9-oxo-2-phenyl-8,8-bis(phenylselenenyl)bicyclo[4.3.0]nonane

Guidance literature:: Multi-step reaction with 4 steps

1: TFA / Heating

2: NaBH₄ / ethanol

3: TsOH / 72 h / 80 °C

4: 1.) LiHMDS / 1.) THF, 2.) THF

With sodium tetrahydroborate; toluene-4-sulfonic acid; trifluoroacetic acid; lithium hexamethyldisilazane; In ethanol;
DOI:10.1016/0957-4166(94)80113-4

Reference yield:

: 2483-48-9
(+)-(S)-N₂,N₆-bis[(1,1-dimethylethoxy)carbonyl]-lysine methyl ester

: 158362-67-5
(+)-(2R,5S)-1-aza-3-oxa-9-oxo-2-phenyl-8,8-bis(phenylselenenyl)bicyclo[4.3.0]nonane

Guidance literature:: Multi-step reaction with 5 steps

1: RuO₂, aq. NaIO₄ / ethyl acetate

2: TFA / Heating

3: NaBH₄ / ethanol

4: TsOH / 72 h / 80 °C

5: 1.) LiHMDS / 1.) THF, 2.) THF

With ruthenium(IV) oxide; sodium tetrahydroborate; sodium periodate; toluene-4-sulfonic acid; trifluoroacetic acid; lithium hexamethyldisilazane; In ethanol; ethyl acetate;
DOI:10.1016/0957-4166(94)80113-4