(2S,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-2-formyl-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2H-pyran

Base Information

Chemical Name:(2S,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-2-formyl-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2H-pyran
CAS No.:1039034-36-0
Molecular Formula:C₂₀H₂₇BrO₆
Molecular Weight:443.335
Hs Code.:

Synonyms:(2S,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-2-formyl-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2H-pyran

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Chemical Property of (2S,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-2-formyl-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2H-pyran

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Technology Process of (2S,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-2-formyl-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2H-pyran

There total 1 articles about (2S,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-2-formyl-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2H-pyran 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: 87.0%

: 1039034-53-1
(2R,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran

: 1039034-36-0
(2S,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-2-formyl-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2H-pyran

Guidance literature:: (2R,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran; With ozone; In methanol; at -78 ℃; for 0.75h;

With triphenylphosphine; In methanol; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol801066y

Reference yield: 13.0%

: 1039034-36-0
(2S,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-2-formyl-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2H-pyran

: 1039034-54-2
(3S,4R,4aR,6S,7R,8R,8aS)-3,4,4a,7,8,8a-hexahydro-4-hydroxy-7-(4-methoxybenzyloxy)-3,4a,6,8-tetramethylpyrano[3,2-b]pyran-2(3H)-one

: 1039034-37-1
(3R,4R,4aR,6S,7R,8R,8aS)-3,4,4a,7,8,8a-hexahydro-4-hydroxy-7-(4-methoxybenzyloxy)-3,4a,6,8-tetramethylpyrano[3,2-b]pyran-2(3H)-one

: 1039034-55-3
(3S,4S,4aR,6S,7R,8R,8aS)-3,4,4a,7,8,8a-hexahydro-4-hydroxy-7-(4-methoxybenzyloxy)-3,4a,6,8-tetramethylpyrano[3,2-b]pyran-2(3H)-one

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; at -18 ℃; for 0.25h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol801066y

Reference yield:

: 1039034-36-0
(2S,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-2-formyl-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2H-pyran

: 1039034-54-2
(3S,4R,4aR,6S,7R,8R,8aS)-3,4,4a,7,8,8a-hexahydro-4-hydroxy-7-(4-methoxybenzyloxy)-3,4a,6,8-tetramethylpyrano[3,2-b]pyran-2(3H)-one

: 1039034-37-1
(3R,4R,4aR,6S,7R,8R,8aS)-3,4,4a,7,8,8a-hexahydro-4-hydroxy-7-(4-methoxybenzyloxy)-3,4a,6,8-tetramethylpyrano[3,2-b]pyran-2(3H)-one

Guidance literature:: With samarium diiodide; In tetrahydrofuran; at -18 ℃; for 0.5h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol801066y