(2E,4E)-5-{(1R,2S,1'R,2'R,1''R,2''R,1'''R,2'''S)-2'''-[(E)-2-((1R,2R)-2-Methyl-cyclopropyl)-vinyl]-[1,2';1',1'';2'',1''']quatercyclopropan-2-yl}-penta-2,4-dienoic acid 4-nitro-phenyl ester

Base Information

Chemical Name:(2E,4E)-5-{(1R,2S,1'R,2'R,1''R,2''R,1'''R,2'''S)-2'''-[(E)-2-((1R,2R)-2-Methyl-cyclopropyl)-vinyl]-[1,2';1',1'';2'',1''']quatercyclopropan-2-yl}-penta-2,4-dienoic acid 4-nitro-phenyl ester
CAS No.:197013-61-9
Molecular Formula:C₂₉H₃₃NO₄
Molecular Weight:459.585
Hs Code.:

Synonyms:(2E,4E)-5-{(1R,2S,1'R,2'R,1''R,2''R,1'''R,2'''S)-2'''-[(E)-2-((1R,2R)-2-Methyl-cyclopropyl)-vinyl]-[1,2';1',1'';2'',1''']quatercyclopropan-2-yl}-penta-2,4-dienoic acid 4-nitro-phenyl ester

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Chemical Property of (2E,4E)-5-{(1R,2S,1'R,2'R,1''R,2''R,1'''R,2'''S)-2'''-[(E)-2-((1R,2R)-2-Methyl-cyclopropyl)-vinyl]-[1,2';1',1'';2'',1''']quatercyclopropan-2-yl}-penta-2,4-dienoic acid 4-nitro-phenyl ester

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Technology Process of (2E,4E)-5-{(1R,2S,1'R,2'R,1''R,2''R,1'''R,2'''S)-2'''-[(E)-2-((1R,2R)-2-Methyl-cyclopropyl)-vinyl]-[1,2';1',1'';2'',1''']quatercyclopropan-2-yl}-penta-2,4-dienoic acid 4-nitro-phenyl ester

There total 5 articles about (2E,4E)-5-{(1R,2S,1'R,2'R,1''R,2''R,1'''R,2'''S)-2'''-[(E)-2-((1R,2R)-2-Methyl-cyclopropyl)-vinyl]-[1,2';1',1'';2'',1''']quatercyclopropan-2-yl}-penta-2,4-dienoic acid 4-nitro-phenyl ester 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: 73.0%

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 176168-16-4
(1R,3S,4R,6S,7S,9R,10S,12R)-1-<5-hydroxy-5-oxo-1,3(E,E)-pentadien-1-yl>-12-<2-<(1R,2R)-2-methylcyclopropyl>-1(E)-ethen-1-yl>quatercyclopropane

: 197013-61-9
(2E,4E)-5-{(1R,2S,1'R,2'R,1''R,2''R,1'''R,2'''S)-2'''-[(E)-2-((1R,2R)-2-Methyl-cyclopropyl)-vinyl]-[1,2';1',1'';2'',1''']quatercyclopropan-2-yl}-penta-2,4-dienoic acid 4-nitro-phenyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 23 ℃; for 24h;
DOI:10.1021/ja961093g

Reference yield:

: 197013-50-6
(1S,2R,1'R,2'R,1''R,2''R,1'''R,2'''S)-2'''-[(E)-2-((1R,2R)-2-Methyl-cyclopropyl)-vinyl]-[1,2';1',1'';2'',1''']quatercyclopropane-2-carbaldehyde

: 197013-61-9
(2E,4E)-5-{(1R,2S,1'R,2'R,1''R,2''R,1'''R,2'''S)-2'''-[(E)-2-((1R,2R)-2-Methyl-cyclopropyl)-vinyl]-[1,2';1',1'';2'',1''']quatercyclopropan-2-yl}-penta-2,4-dienoic acid 4-nitro-phenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / LiN(TMS)2 / tetrahydrofuran / 3 h / -78 - 23 °C

2: 90 percent / LiOH / methanol; H₂O / 48 h / 23 °C

3: 73 percent / DCC, DMAP / CH₂Cl₂ / 24 h / 23 °C

With dmap; lithium hydroxide; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ja961093g

Reference yield:

: 176168-14-2
(1R,3S,4R,6S,7S,9R,10S,12R)-1-(hydroxymethyl)-12-<2-<(1S,2R)-2-methylcyclopropyl>-1(E)-ethen-1-yl>quatercyclopropane

: 197013-61-9
(2E,4E)-5-{(1R,2S,1'R,2'R,1''R,2''R,1'''R,2'''S)-2'''-[(E)-2-((1R,2R)-2-Methyl-cyclopropyl)-vinyl]-[1,2';1',1'';2'',1''']quatercyclopropan-2-yl}-penta-2,4-dienoic acid 4-nitro-phenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / tetrapropylammonium perruthenante, NMO, 4A molecular sieves / CH₂Cl₂ / 0.3 h / 23 °C

2: 89 percent / LiN(TMS)2 / tetrahydrofuran / 3 h / -78 - 23 °C

3: 90 percent / LiOH / methanol; H₂O / 48 h / 23 °C

4: 73 percent / DCC, DMAP / CH₂Cl₂ / 24 h / 23 °C

With dmap; lithium hydroxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ja961093g