(2S,3S)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one

Base Information

Chemical Name:(2S,3S)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one
CAS No.:501084-26-0
Molecular Formula:C₂₆H₃₂O₆
Molecular Weight:440.536
Hs Code.:

Synonyms:(2S,3S)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one

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Chemical Property of (2S,3S)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one

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Technology Process of (2S,3S)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one

There total 4 articles about (2S,3S)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-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: 64.0%

: (2R,4R,5R)-5-Methyl-2-phenyl-[1,3]dioxane-4-carbaldehyde

: 501084-25-9
1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-propanone

: 501084-26-0
(2S,3S)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one

Guidance literature:: 1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-propanone; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

(2R,4R,5R)-5-Methyl-2-phenyl-[1,3]dioxane-4-carbaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 1h;
DOI:10.1002/1099-0690(200210)2002:20<3455::AID-EJOC3455>3.0.CO;2-V

Reference yield:

: 97747-37-0
(1S,3S,4S)-3-hydroxymethyl-4-methyl-1-phenyl-1,3-dioxane

: 501084-26-0
(2S,3S)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 87 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3 h / 20 °C

2.1: 72 percent / diethyl ether / 2 h / 0 °C

3.1: 90 percent / NMO; Pr₄NRuO₄; molecular sieves 4 Angstroeem / CH₂Cl₂ / 2 h / 20 °C

4.1: BuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 0.33 h / -78 °C

4.2: 64 percent / tetrahydrofuran; hexane / 1 h / -78 °C

With pyridine; 2,2,6,6-tetramethyl-piperidine; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1002/1099-0690(200210)2002:20<3455::AID-EJOC3455>3.0.CO;2-V

Reference yield:

: 501084-23-7
(2S,4S,5S)-5-Methyl-2-phenyl-[1,3]dioxane-4-carbaldehyde

: 501084-26-0
(2S,3S)-3-hydroxy-2-methyl-3-[(2R,4R,5R)-5-methyl-2-phenyl-1,3-dioxan-4-yl]-1-[(2S,4S,5S)-5-methyl-2-phenyl-1,3-dioxan-4-yl]propan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 72 percent / diethyl ether / 2 h / 0 °C

2.1: 90 percent / NMO; Pr₄NRuO₄; molecular sieves 4 Angstroeem / CH₂Cl₂ / 2 h / 20 °C

3.1: BuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 64 percent / tetrahydrofuran; hexane / 1 h / -78 °C

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1002/1099-0690(200210)2002:20<3455::AID-EJOC3455>3.0.CO;2-V