methyl 2-((1E)-3-{(2R,3R,5S,6S)-3-((1S,5R)-5-hydroxy)-1-(methyloxymethyl)oxy-hexyl-5,6-bis[4-(methyloxy)phenyl]-1,4-dioxan-2-yl}-1-propenyl) benzoate

Base Information

Chemical Name:methyl 2-((1E)-3-{(2R,3R,5S,6S)-3-((1S,5R)-5-hydroxy)-1-(methyloxymethyl)oxy-hexyl-5,6-bis[4-(methyloxy)phenyl]-1,4-dioxan-2-yl}-1-propenyl) benzoate
CAS No.:918328-71-9
Molecular Formula:C₃₇H₄₆O₉
Molecular Weight:634.767
Hs Code.:

Synonyms:methyl 2-((1E)-3-{(2R,3R,5S,6S)-3-((1S,5R)-5-hydroxy)-1-(methyloxymethyl)oxy-hexyl-5,6-bis[4-(methyloxy)phenyl]-1,4-dioxan-2-yl}-1-propenyl) benzoate

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Chemical Property of methyl 2-((1E)-3-{(2R,3R,5S,6S)-3-((1S,5R)-5-hydroxy)-1-(methyloxymethyl)oxy-hexyl-5,6-bis[4-(methyloxy)phenyl]-1,4-dioxan-2-yl}-1-propenyl) benzoate

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Technology Process of methyl 2-((1E)-3-{(2R,3R,5S,6S)-3-((1S,5R)-5-hydroxy)-1-(methyloxymethyl)oxy-hexyl-5,6-bis[4-(methyloxy)phenyl]-1,4-dioxan-2-yl}-1-propenyl) benzoate

There total 18 articles about methyl 2-((1E)-3-{(2R,3R,5S,6S)-3-((1S,5R)-5-hydroxy)-1-(methyloxymethyl)oxy-hexyl-5,6-bis[4-(methyloxy)phenyl]-1,4-dioxan-2-yl}-1-propenyl) benzoate 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: 86.0%

: methyl 2-(3-{(2R,3R,5S,6S)-3-((1S,5R)-5-(tert-butyldiphenylsilyloxy)-1-{[(methyloxy)methyl]oxy}hexyl)-5,6-bis-[4-(methoxy)phenyl]-1,4-dioxan-2-yl}-1-propenyl) benzoate

: 918328-71-9
methyl 2-((1E)-3-{(2R,3R,5S,6S)-3-((1S,5R)-5-hydroxy)-1-(methyloxymethyl)oxy-hexyl-5,6-bis[4-(methyloxy)phenyl]-1,4-dioxan-2-yl}-1-propenyl) benzoate

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 0 ℃; for 24h;
DOI:10.1021/ol062479r

Reference yield:

: 855256-87-0
(5R)-5-[1-(tert-butyl)-1,1-diphenylsilyl]oxyhexanal

: 918328-71-9
methyl 2-((1E)-3-{(2R,3R,5S,6S)-3-((1S,5R)-5-hydroxy)-1-(methyloxymethyl)oxy-hexyl-5,6-bis[4-(methyloxy)phenyl]-1,4-dioxan-2-yl}-1-propenyl) benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dicyclohexylboron triflate; triethylamine / CH₂Cl₂; hexane / 3 h / -78 °C

1.2: CH₂Cl₂; hexane / 15 h / -78 °C

1.3: N,N-diisopropylamine; tetra n-butylammonium iodide / CH₂Cl₂ / 336 h / 20 °C

2.1: 91 percent / toluene / 36 h / 65 °C

3.1: tetrahydrofuran / 6 h / 20 °C

4.1: triphenyl arsine; cesium carbonate; water / PdCl₂(dppf) / dimethylformamide; tetrahydrofuran / 20 °C

5.1: 86 percent / pyridine*HF / tetrahydrofuran / 24 h / 0 °C

With triphenyl-arsane; water; caesium carbonate; pyridine hydrogenfluoride; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 1.2: aldol reaction / 4.1: Suzuki coupling;
DOI:10.1021/ol062479r

Reference yield:

: 886986-52-3
methyl 2-(2-iodovinyl)benzoate

: 918328-71-9
methyl 2-((1E)-3-{(2R,3R,5S,6S)-3-((1S,5R)-5-hydroxy)-1-(methyloxymethyl)oxy-hexyl-5,6-bis[4-(methyloxy)phenyl]-1,4-dioxan-2-yl}-1-propenyl) benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: triphenyl arsine; cesium carbonate; water / PdCl₂(dppf) / dimethylformamide; tetrahydrofuran / 20 °C

2: 86 percent / pyridine*HF / tetrahydrofuran / 24 h / 0 °C

With triphenyl-arsane; water; caesium carbonate; pyridine hydrogenfluoride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Suzuki coupling;
DOI:10.1021/ol062479r