(R)-3-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)butan-2-one

Base Information

Chemical Name:(R)-3-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)butan-2-one
CAS No.:1194630-36-8
Molecular Formula:C₁₆H₂₂O₄
Molecular Weight:278.348
Hs Code.:

Synonyms:(R)-3-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)butan-2-one

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Chemical Property of (R)-3-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)butan-2-one

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Technology Process of (R)-3-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)butan-2-one

There total 1 articles about (R)-3-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)butan-2-one 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: 94.0%

: 1194630-71-1
(R)-N-methoxy-2-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-N-methylpropanamide

: 917-54-4
methyllithium

: 1194630-36-8
(R)-3-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)butan-2-one

Guidance literature:: (R)-N-methoxy-2-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-N-methylpropanamide; methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; diethyl ether; water; at 0 ℃; for 1.5h; Inert atmosphere;
DOI:10.1016/j.tet.2009.08.042

Reference yield: 55.0%

: 1194630-36-8
(R)-3-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)butan-2-one

: 555-16-8
4-nitrobenzaldehdye

: 1194630-42-6
(1R,4R)-1-hydroxy-4-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-1-(4-nitrophenyl)pentan-3-one

Guidance literature:: (R)-3-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)butan-2-one; 4-nitrobenzaldehdye; With dicyclohexylboron chloride; triethylamine; In diethyl ether; dichloromethane; at -78 ℃; Inert atmosphere;

With dihydrogen peroxide; In methanol; diethyl ether; dichloromethane; at -40 - 0 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere; aq. phosphate buffer;
DOI:10.1016/j.tet.2009.08.042

Reference yield:

: 104-53-0
3-phenyl-propionaldehyde

: 1194630-36-8
(R)-3-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)butan-2-one

: (2R,5R)-5-hydroxy-2-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-7-phenylheptan-3-one

: 1194630-48-2
(2R,5S)-5-hydroxy-2-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-7-phenylheptan-3-one

Guidance literature:: 3-phenyl-propionaldehyde; (R)-3-((2S,4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)butan-2-one; With dicyclohexylboron chloride; triethylamine; In diethyl ether; at -78 ℃; Inert atmosphere;

With dihydrogen peroxide; In methanol; diethyl ether; at -40 - 0 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere; aq. phosphate buffer;
DOI:10.1016/j.tet.2009.08.042