(4S,1'S,2'S,3'R,4'R)-3-[(3'-phenylbicyclo[2.2.1]hept-5'-ene-2'-yl)carbonyl]-4-iso-propyloxazolidin-2-one

Base Information

Chemical Name:(4S,1'S,2'S,3'R,4'R)-3-[(3'-phenylbicyclo[2.2.1]hept-5'-ene-2'-yl)carbonyl]-4-iso-propyloxazolidin-2-one
CAS No.:112459-62-8
Molecular Formula:C₂₀H₂₃NO₃
Molecular Weight:325.408
Hs Code.:

Synonyms:(4S,1'S,2'S,3'R,4'R)-3-[(3'-phenylbicyclo[2.2.1]hept-5'-ene-2'-yl)carbonyl]-4-iso-propyloxazolidin-2-one

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Chemical Property of (4S,1'S,2'S,3'R,4'R)-3-[(3'-phenylbicyclo[2.2.1]hept-5'-ene-2'-yl)carbonyl]-4-iso-propyloxazolidin-2-one

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Technology Process of (4S,1'S,2'S,3'R,4'R)-3-[(3'-phenylbicyclo[2.2.1]hept-5'-ene-2'-yl)carbonyl]-4-iso-propyloxazolidin-2-one

There total 16 articles about (4S,1'S,2'S,3'R,4'R)-3-[(3'-phenylbicyclo[2.2.1]hept-5'-ene-2'-yl)carbonyl]-4-iso-propyloxazolidin-2-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: 44.0%

: endo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carbonyl chloride

: 17016-83-0
(4S)-4-isopropyl-1,3-oxazolidin-2-one

: 112459-62-8
(4S)-3-((3'R,4'S,5'S,6'R)-5'-phenylbicyclo<2.2.1>heptene-4'-carbonyl)-4-(1-methylethyl)-2-oxazolidinone

: 112459-62-8
(4S,1'S,2'S,3'R,4'R)-3-[(3'-phenylbicyclo[2.2.1]hept-5'-ene-2'-yl)carbonyl]-4-iso-propyloxazolidin-2-one

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 1h;
DOI:10.1039/b605244d

Reference yield: 44.0%

: endo-3-phenylbicyclo[2.2.1]hept-5-ene-2-carbonyl chloride

: 17016-83-0
(4S)-4-isopropyl-1,3-oxazolidin-2-one

: 112459-62-8
(4S)-3-((3'R,4'S,5'S,6'R)-5'-phenylbicyclo<2.2.1>heptene-4'-carbonyl)-4-(1-methylethyl)-2-oxazolidinone

: 112459-62-8
(4S,1'S,2'S,3'R,4'R)-3-[(3'-phenylbicyclo[2.2.1]hept-5'-ene-2'-yl)carbonyl]-4-iso-propyloxazolidin-2-one

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 1h;
DOI:10.1039/b605244d

Reference yield:

: 17016-83-0
(4S)-4-isopropyl-1,3-oxazolidin-2-one

: 112459-62-8
(4S)-3-((3'R,4'S,5'S,6'R)-5'-phenylbicyclo<2.2.1>heptene-4'-carbonyl)-4-(1-methylethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - 20 °C

2: 67 percent / Et₂AlCl / CH₂Cl₂; toluene / -78 - -30 °C

With n-butyllithium; diethylaluminium chloride; In tetrahydrofuran; hexane; dichloromethane; toluene; 2: Diels-Alder cycloaddition;
DOI:10.1039/b605244d