[(3R,4R,5S)-4-(4-methoxybenzyloxy)-5-methyl-2-oxotetrahydrofuran-3-yl]acetaldehyde

Base Information

Chemical Name:[(3R,4R,5S)-4-(4-methoxybenzyloxy)-5-methyl-2-oxotetrahydrofuran-3-yl]acetaldehyde
CAS No.:1041860-99-4
Molecular Formula:C₁₅H₁₈O₅
Molecular Weight:278.305
Hs Code.:

Synonyms:[(3R,4R,5S)-4-(4-methoxybenzyloxy)-5-methyl-2-oxotetrahydrofuran-3-yl]acetaldehyde

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Chemical Property of [(3R,4R,5S)-4-(4-methoxybenzyloxy)-5-methyl-2-oxotetrahydrofuran-3-yl]acetaldehyde

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Technology Process of [(3R,4R,5S)-4-(4-methoxybenzyloxy)-5-methyl-2-oxotetrahydrofuran-3-yl]acetaldehyde

There total 1 articles about [(3R,4R,5S)-4-(4-methoxybenzyloxy)-5-methyl-2-oxotetrahydrofuran-3-yl]acetaldehyde 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:

: 951396-54-6
3-allyl-4-hydroxy-5-methyl-4,5-dihydrofuran-2(3H)-one

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 1041860-99-4
[(3R,4R,5S)-4-(4-methoxybenzyloxy)-5-methyl-2-oxotetrahydrofuran-3-yl]acetaldehyde

Guidance literature:: 3-allyl-4-hydroxy-5-methyl-4,5-dihydrofuran-2(3H)-one; O-(4-methoxybenzyl)-trichloroacetimidate; With camphor-10-sulfonic acid; In dichloromethane; at 24 ℃; for 24h; Inert atmosphere;

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; In 1,4-dioxane; water; at 24 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol801242d

Reference yield: 93.0%

: 1041860-99-4
[(3R,4R,5S)-4-(4-methoxybenzyloxy)-5-methyl-2-oxotetrahydrofuran-3-yl]acetaldehyde

: 1730-25-2
allylmagnesium bromide

: 1041861-01-1
(3R,4R,5S)-3-((R)-2-hydroxypent-4-enyl)-4-(4-methoxybenzyloxy)-5-methyl-4,5-dihydrofuran-2(3H)-one

Guidance literature:: allylmagnesium bromide; With (+)-B-methoxydiisocamphenylborane; In diethyl ether; at 24 ℃; for 1h; Inert atmosphere;

[(3R,4R,5S)-4-(4-methoxybenzyloxy)-5-methyl-2-oxotetrahydrofuran-3-yl]acetaldehyde; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h; Inert atmosphere;

With potassium hydroxide; potassium dihydrogenphosphate; dihydrogen peroxide; In tetrahydrofuran; diethyl ether; water; at 24 ℃; for 4h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol801242d