6-(6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-phenyl-[1,3]dioxan-4-yl-acetaldehyde

Base Information

Chemical Name:6-(6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-phenyl-[1,3]dioxan-4-yl-acetaldehyde
CAS No.:549513-49-7
Molecular Formula:C₂₄H₂₈O₅
Molecular Weight:396.483
Hs Code.:

Synonyms:6-(6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-phenyl-[1,3]dioxan-4-yl-acetaldehyde

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 6-(6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-phenyl-[1,3]dioxan-4-yl-acetaldehyde

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Technology Process of 6-(6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-phenyl-[1,3]dioxan-4-yl-acetaldehyde

There total 11 articles about 6-(6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-phenyl-[1,3]dioxan-4-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: 90.0%

: 549513-47-5
ethyl (2S,4S,6S)-6-[[(2S,4S,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]methyl]-2-phenyl-1,3-dioxane-4-acetate

: 549513-49-7
6-(6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-phenyl-[1,3]dioxan-4-yl-acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 0.666667h;
DOI:10.1021/ol0345529

Reference yield:

: 188924-70-1
((2S,4S,6S)-6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde

: 549513-49-7
6-(6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-phenyl-[1,3]dioxan-4-yl-acetaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: 230 mg / LiCl; i-Pr₂NEt / acetonitrile / 20 °C

2.1: 90 percent / Sm(OiPr)3; 4 Angstroem molecular sieves; AsPh₃O / (S)-BINOL; tert-butyl hydroperoxide / tetrahydrofuran; decane / 8 h / 20 °C

3.1: LHMDS / tetrahydrofuran / 0.42 h / -78 °C

3.2: 88 percent / tetrahydrofuran / 4 h / -78 °C

4.1: 77 percent / NaBH₄; PhSeSePh / ethanol / 0.08 h / 20 °C

5.1: Et₂B(OMe) / tetrahydrofuran; methanol / 1 h / -78 °C

5.2: NaBH₄ / tetrahydrofuran; methanol / 8 h / -78 - -40 °C

6.1: 246 mg / TsOH*H₂O / toluene / 20 °C

7.1: B(OMe)3; LiBH₄ / diethyl ether / 0.33 h / 20 °C

8.1: 46 mg / N-methylmorpholine-N-oxide; 4 Angstroem molecular sieves; TPAP / CH₂Cl₂ / 0.5 h / 20 °C

With sodium tetrahydroborate; lithium borohydride; tetrapropylammonium perruthennate; Trimethyl borate; 4 A molecular sieve; diphenyl diselenide; diethyl methoxy borane; triphenylarsineoxide; samarium(III) isopropoxide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; lithium chloride; lithium hexamethyldisilazane; tert.-butylhydroperoxide; (S)-[1,1']-binaphthalenyl-2,2'-diol; In tetrahydrofuran; methanol; diethyl ether; decane; ethanol; dichloromethane; toluene; acetonitrile;
DOI:10.1002/chem.200305709

Reference yield:

: 2-[(2R,4R,6R)-6-((2S,4S,6S)-6-Methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-phenyl-[1,3]dioxan-4-yl]-ethanol

: 549513-49-7
6-(6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-phenyl-[1,3]dioxan-4-yl-acetaldehyde

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1002/chem.200305709