4-Bromo-benzoic acid (2Z,4E)-(R)-1-[((S)-5-ethyl-5-methyl-2-oxo-2,5-dihydro-furan-3-ylcarbamoyl)-methyl]-6-((2S,3R)-3-octyl-oxiranyl)-hexa-2,4-dienyl ester

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Chemical Name:4-Bromo-benzoic acid (2Z,4E)-(R)-1-[((S)-5-ethyl-5-methyl-2-oxo-2,5-dihydro-furan-3-ylcarbamoyl)-methyl]-6-((2S,3R)-3-octyl-oxiranyl)-hexa-2,4-dienyl ester
CAS No.:255040-21-2
Molecular Formula:C₃₂H₄₂BrNO₆
Molecular Weight:616.593
Hs Code.:

Synonyms:4-Bromo-benzoic acid (2Z,4E)-(R)-1-[((S)-5-ethyl-5-methyl-2-oxo-2,5-dihydro-furan-3-ylcarbamoyl)-methyl]-6-((2S,3R)-3-octyl-oxiranyl)-hexa-2,4-dienyl ester

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Chemical Property of 4-Bromo-benzoic acid (2Z,4E)-(R)-1-[((S)-5-ethyl-5-methyl-2-oxo-2,5-dihydro-furan-3-ylcarbamoyl)-methyl]-6-((2S,3R)-3-octyl-oxiranyl)-hexa-2,4-dienyl ester

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Technology Process of 4-Bromo-benzoic acid (2Z,4E)-(R)-1-[((S)-5-ethyl-5-methyl-2-oxo-2,5-dihydro-furan-3-ylcarbamoyl)-methyl]-6-((2S,3R)-3-octyl-oxiranyl)-hexa-2,4-dienyl ester

There total 12 articles about 4-Bromo-benzoic acid (2Z,4E)-(R)-1-[((S)-5-ethyl-5-methyl-2-oxo-2,5-dihydro-furan-3-ylcarbamoyl)-methyl]-6-((2S,3R)-3-octyl-oxiranyl)-hexa-2,4-dienyl 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: 81.0%

: 586-75-4
4-chlorobenzoyl chloride

: 200433-05-2
(5S,3'R,9'S,10'R)-korormicin

: 255040-21-2
4-Bromo-benzoic acid (2Z,4E)-(R)-1-[((S)-5-ethyl-5-methyl-2-oxo-2,5-dihydro-furan-3-ylcarbamoyl)-methyl]-6-((2S,3R)-3-octyl-oxiranyl)-hexa-2,4-dienyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1016/S0040-4039(99)01812-2

Reference yield:

: 96249-61-5
(-)-(2S,3R)-2,3-epoxy-1-undecanol

: 255040-21-2
4-Bromo-benzoic acid (2Z,4E)-(R)-1-[((S)-5-ethyl-5-methyl-2-oxo-2,5-dihydro-furan-3-ylcarbamoyl)-methyl]-6-((2S,3R)-3-octyl-oxiranyl)-hexa-2,4-dienyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 2,6-lutidine / CH₂Cl₂ / -20 °C

2: DMPU / tetrahydrofuran / 10 h / -80 - 0 °C

3: 71 percent / NBS; AgNO₃ / acetone

4: 29 percent / PdCl₂(PPh₃)2 / tetrahydrofuran / 0.17 h / 20 °C

5: 34 percent / tri(2-furyl)phosphane; NMP; Pd₂(dba)3*CHCl₃ / 144 h / 20 °C

6: 78 percent / TBAF / tetrahydrofuran / 6 h / 20 °C

7: 81 percent / LiOH / H₂O; methanol / 6.5 h / 20 °C

8: 42 percent / EDC*HCl; HOAt / dimethylformamide / 10 h / 20 °C

9: 81 percent / DMAP; Et₃N / CH₂Cl₂ / 5 h / 20 °C

With 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; bis-triphenylphosphine-palladium(II) chloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; lithium hydroxide; N-Bromosuccinimide; 1-hydroxy-7-aza-benzotriazole; trifuran-2-yl-phosphane; tetrabutyl ammonium fluoride; silver nitrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 1: Acylation / 2: Substitution / 3: Bromination / 4: Addition / 5: Condensation / 6: Hydrolysis / 7: Hydrolysis / 8: Condensation / 9: Acylation;
DOI:10.1016/S0040-4039(99)01812-2

Reference yield:

: 255040-27-8
3-amino-5-ethyl-5-methyl-5H-furan-2-one

: 255040-21-2
4-Bromo-benzoic acid (2Z,4E)-(R)-1-[((S)-5-ethyl-5-methyl-2-oxo-2,5-dihydro-furan-3-ylcarbamoyl)-methyl]-6-((2S,3R)-3-octyl-oxiranyl)-hexa-2,4-dienyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 42 percent / EDC*HCl; HOAt / dimethylformamide / 10 h / 20 °C

2: 81 percent / DMAP; Et₃N / CH₂Cl₂ / 5 h / 20 °C

With dmap; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Acylation;
DOI:10.1016/S0040-4039(99)01812-2