benzyl (5aS,7S)-{7-isopropenyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate

Base Information

Chemical Name:benzyl (5aS,7S)-{7-isopropenyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate
CAS No.:603113-03-7
Molecular Formula:C₂₄H₂₄O₅
Molecular Weight:392.452
Hs Code.:

Synonyms:benzyl (5aS,7S)-{7-isopropenyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate

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Chemical Property of benzyl (5aS,7S)-{7-isopropenyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate

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Technology Process of benzyl (5aS,7S)-{7-isopropenyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate

There total 1 articles about benzyl (5aS,7S)-{7-isopropenyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate 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: 95.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 194937-75-2
(5aS,7S)-7-isopropenyl-3-methyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran

: 603113-03-7
benzyl (5aS,7S)-{7-isopropenyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate

Guidance literature:: (5aS,7S)-7-isopropenyl-3-methyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran; With n-butyllithium; diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; at -10 ℃; for 1h;

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 3h;

benzyl chloroformate; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 2h;

Reference yield: 69.0%

: 603113-03-7
benzyl (5aS,7S)-{7-isopropenyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate

: benzyl (5aS,7S)-{7-[2-hydroxy-1-methylethyl]-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate

Guidance literature:: benzyl (5aS,7S)-{7-isopropenyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate; With borane-THF; In tetrahydrofuran; at -25 ℃;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 6h;

Reference yield: 32.0%

: 603113-03-7
benzyl (5aS,7S)-{7-isopropenyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate

: benzyl (5aS,7S)-{7-[2-hydroxy-1-methylethyl]-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate

: benzyl (5aS,7S,9aS,10S)-{10-hydroxy-7-[2-hydroxy-1-methylethyl]-1H,7H-5a,6,8,9,9a,10-hexahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate

Guidance literature:: benzyl (5aS,7S)-{7-isopropenyl-1H,7H-5a,6,8,9-tetrahydro-1-oxopyrano[4,3-b][1]benzopyran-3-yl}acetate; With borane-THF; In tetrahydrofuran; at -20 - 0 ℃; for 15h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 4h;
DOI:10.1016/S0040-4020(03)00687-2