ethyl ((2S,3R,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxyoctahydropyrano[3,2-b]pyran-2-yl)acetate

Base Information

Chemical Name:ethyl ((2S,3R,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxyoctahydropyrano[3,2-b]pyran-2-yl)acetate
CAS No.:1338566-12-3
Molecular Formula:C₂₇H₃₄O₇
Molecular Weight:470.563
Hs Code.:

Synonyms:ethyl ((2S,3R,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxyoctahydropyrano[3,2-b]pyran-2-yl)acetate

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Chemical Property of ethyl ((2S,3R,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxyoctahydropyrano[3,2-b]pyran-2-yl)acetate

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Technology Process of ethyl ((2S,3R,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxyoctahydropyrano[3,2-b]pyran-2-yl)acetate

There total 9 articles about ethyl ((2S,3R,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxyoctahydropyrano[3,2-b]pyran-2-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: 92.0%

: C₂₇H₃₂O₇

: 1338566-12-3
ethyl ((2S,3R,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxyoctahydropyrano[3,2-b]pyran-2-yl)acetate

Guidance literature:: With samarium diiodide; In tetrahydrofuran; methanol; at 0 ℃; Inert atmosphere;
DOI:10.1021/jo302267f

Reference yield: 83.0%

: 1338566-11-2
(E)-ethyl 3-(((2S,3R,5S,6R)-5-(benzyloxy)-6-((benzyloxy)methyl)-2-(2-oxoethyl)tetrahydro-2H-pyran-3-yl)oxy)acrylate

: 1338566-12-3
ethyl ((2S,3R,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxyoctahydropyrano[3,2-b]pyran-2-yl)acetate

Guidance literature:: With samarium diiodide; In tetrahydrofuran; methanol; at 0 ℃; for 0.5h;
DOI:10.1021/ol202467z

Reference yield:

: 623-47-2
propynoic acid ethyl ester

: 1338566-12-3
ethyl ((2S,3R,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-3-hydroxyoctahydropyrano[3,2-b]pyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 4-methyl-morpholine / dichloromethane / 2 h / 20 °C

2: sodium hydrogencarbonate; methyl iodide / water; acetonitrile / 22 h / 20 °C

3: samarium diiodide / tetrahydrofuran; methanol / 0.5 h / 0 °C

With 4-methyl-morpholine; samarium diiodide; sodium hydrogencarbonate; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/ol202467z