(2R,4S,5S,8S,E)-2-nonyl-10-oxo-3,4,5,8,9,10-hexahydro-2H-oxecine-4,5,8-triyl tris(4-bromobenzoate)

Base Information

Chemical Name:(2R,4S,5S,8S,E)-2-nonyl-10-oxo-3,4,5,8,9,10-hexahydro-2H-oxecine-4,5,8-triyl tris(4-bromobenzoate)
CAS No.:1414867-17-6
Molecular Formula:C₃₉H₄₁Br₃O₈
Molecular Weight:877.462
Hs Code.:

Synonyms:

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Chemical Property of (2R,4S,5S,8S,E)-2-nonyl-10-oxo-3,4,5,8,9,10-hexahydro-2H-oxecine-4,5,8-triyl tris(4-bromobenzoate)

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Technology Process of (2R,4S,5S,8S,E)-2-nonyl-10-oxo-3,4,5,8,9,10-hexahydro-2H-oxecine-4,5,8-triyl tris(4-bromobenzoate)

There total 9 articles about (2R,4S,5S,8S,E)-2-nonyl-10-oxo-3,4,5,8,9,10-hexahydro-2H-oxecine-4,5,8-triyl tris(4-bromobenzoate) 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:

: 1414867-08-5
(1R,2S)-1-((2R,3R)-3-nonyloxiran-2-yl)-2-(trityloxy)but-3-en-1-ol

: 1414867-17-6
(2R,4S,5S,8S,E)-2-nonyl-10-oxo-3,4,5,8,9,10-hexahydro-2H-oxecine-4,5,8-triyl tris(4-bromobenzoate)

Guidance literature:: Multi-step reaction with 6 steps

1.1: Red-Al / methanol; tetrahydrofuran; toluene / 96 h / 65 °C

1.2: 1 h / 20 °C

2.1: toluene-4-sulfonic acid / dichloromethane / 0.5 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; dmap; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 0.33 h / 20 °C

3.2: 5 h / 20 °C

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 4 h / 40 °C

5.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C

6.1: pyridine / dichloromethane / 5 h / Reflux

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; Red-Al; 2-methyl-6-nitrobenzoic anhydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jo302359h

Reference yield:

: 1414867-10-9
(3S,4S,6R)-pentadec-1-ene-3,4,6-triol

: 1414867-17-6
(2R,4S,5S,8S,E)-2-nonyl-10-oxo-3,4,5,8,9,10-hexahydro-2H-oxecine-4,5,8-triyl tris(4-bromobenzoate)

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / dichloromethane / 0.5 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; dmap; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 0.33 h / 20 °C

2.2: 5 h / 20 °C

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 4 h / 40 °C

4.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C

5.1: pyridine / dichloromethane / 5 h / Reflux

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; 2-methyl-6-nitrobenzoic anhydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jo302359h

Reference yield:

: 1414867-12-1
(R)-1-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)undecan-2-ol

: 1414867-17-6
(2R,4S,5S,8S,E)-2-nonyl-10-oxo-3,4,5,8,9,10-hexahydro-2H-oxecine-4,5,8-triyl tris(4-bromobenzoate)

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine; dmap; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 0.33 h / 20 °C

1.2: 5 h / 20 °C

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 4 h / 40 °C

3.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C

4.1: pyridine / dichloromethane / 5 h / Reflux

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; 2-methyl-6-nitrobenzoic anhydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jo302359h