(3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Base Information

Chemical Name:(3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate
CAS No.:1175629-43-2
Molecular Formula:C₂₆H₂₆O₆
Molecular Weight:434.489
Hs Code.:

Synonyms:(3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

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Chemical Property of (3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

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Technology Process of (3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

There total 1 articles about (3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl 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: 73.7%

: 39746-01-5
(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one

: 256382-39-5
{2-[(3-methoxymethyl-phenyl)methyl]-2-oxo-ethyl}phosphonic acid dimethyl ester

: 1175629-43-2
(3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Guidance literature:: {2-[(3-methoxymethyl-phenyl)methyl]-2-oxo-ethyl}phosphonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

(1S,5R,6R,7R)-6-formyl-7-benzoyloxy-2-oxabicyclo[3.3.0]octan-3-one; In tetrahydrofuran; for 0.5h; Inert atmosphere;
DOI:10.1021/jo901497u

Reference yield:

: 1175629-43-2
(3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

: 1175629-45-4
(3aR,4R,5R,6aS)-4-[(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)-phenyl]-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Guidance literature:: (3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate; With (-)-diisopinocamphenylborane chloride; In tetrahydrofuran; hexane; at -20 ℃; Inert atmosphere;

With 2,6-di-tert-butyl-4-methyl-phenol; In tetrahydrofuran; methanol; hexane; at -20 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; methanol; hexane; tert-butyl methyl ether; water; at 20 ℃; for 0.5h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo901497u

Reference yield:

: 1175629-43-2
(3aR,4R,5R,6aS)-4-[(1E)-4-[3-(methoxymethyl)phenyl]-3-oxo-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

: (3aR,4R,5R,6aS)-4-[(1E,3R)-3-hydroxy-4-[3-(methoxymethyl)-phenyl]-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

: 1175629-45-4
(3aR,4R,5R,6aS)-4-[(1E,3S)-3-hydroxy-4-[3-(methoxymethyl)-phenyl]-1-buten-1-yl]-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl benzoate

Guidance literature:: With lithium aluminium tetrahydride; (S)-[1,1']-binaphthalenyl-2,2'-diol; In tetrahydrofuran; ethanol; at -78 ℃; for 2h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo901497u