2-((2R,4S,5R,6R)-6-(2-(4,5-diphenyloxazol-2-yl)ethyl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethanol

Base Information

• Chemical Name: 2-((2R,4S,5R,6R)-6-(2-(4,5-diphenyloxazol-2-yl)ethyl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethanol
• CAS No.: 929883-00-1
• Molecular Formula: C₃₁H₃₃NO₅
• Molecular Weight: 499.607

Synonyms:2-((2R,4S,5R,6R)-6-(2-(4,5-diphenyloxazol-2-yl)ethyl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethanol

Chemical Property of 2-((2R,4S,5R,6R)-6-(2-(4,5-diphenyloxazol-2-yl)ethyl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethanol

Chemical Property:

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Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-((2R,4S,5R,6R)-6-(2-(4,5-diphenyloxazol-2-yl)ethyl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethanol

There total 11 articles about 2-((2R,4S,5R,6R)-6-(2-(4,5-diphenyloxazol-2-yl)ethyl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethanol 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: 80.0%

ethyl 2-((2R,5R,6R)-6-(2-(4,5-diphenyloxazol-2-yl)ethyl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)acetate → 2-((2R,4S,5R,6R)-6-(2-(4,5-diphenyloxazol-2-yl)ethyl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethanol (929883-00-1) + 2-((2R,4R,5R,6R)-6-(2-(4,5-diphenyloxazol-2-yl)ethyl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethanol

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃;

DOI:10.1002/anie.200603654

Reference yield:

(E)-3-(4,5-diphenyloxazol-2-yl)acrylaldehyde (917988-94-4) → 2-((2R,4S,5R,6R)-6-(2-(4,5-diphenyloxazol-2-yl)ethyl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethanol (929883-00-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 88 percent / magnesium chloride; trimethylsilylchloride; triethylamine / ethyl acetate / 1.5 h / 77 °C

2: 100 percent / hydrogen / Pd/C / ethyl acetate / 12 h / 20 °C

3: 90 percent / 2,6-lutidine / CH₂Cl₂; tetrahydrofuran / 0.42 h / 0 °C

4: 99 percent / n-butyllithium / tetrahydrofuran; hexane / 0.33 h / cooling

5: 87 percent / DIBALH / CH₂Cl₂; hexane / -90 - -78 °C

6: 86 percent / DIBALH / CH₂Cl₂ / 10 h / 20 °C

7: 90 percent / aq. HCl / methanol / 0.25 h

8: 59 percent / potassium tert-butoxide / diethyl ether; toluene / -20 °C

9: 80 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; chloro-trimethyl-silane; potassium tert-butylate; hydrogen; diisobutylaluminium hydride; triethylamine; magnesium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; toluene;

DOI:10.1002/anie.200603654

Reference yield:

(S)-4-benzyl-3-((2R,3R,E)-5-(4,5-diphenyloxazol-2-yl)-3-hydroxy-2-methylpent-4-enoyl)oxazolidin-2-one (917988-95-5) → 2-((2R,4S,5R,6R)-6-(2-(4,5-diphenyloxazol-2-yl)ethyl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethanol (929883-00-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 100 percent / hydrogen / Pd/C / ethyl acetate / 12 h / 20 °C

2: 90 percent / 2,6-lutidine / CH₂Cl₂; tetrahydrofuran / 0.42 h / 0 °C

3: 99 percent / n-butyllithium / tetrahydrofuran; hexane / 0.33 h / cooling

4: 87 percent / DIBALH / CH₂Cl₂; hexane / -90 - -78 °C

5: 86 percent / DIBALH / CH₂Cl₂ / 10 h / 20 °C

6: 90 percent / aq. HCl / methanol / 0.25 h

7: 59 percent / potassium tert-butoxide / diethyl ether; toluene / -20 °C

8: 80 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; potassium tert-butylate; hydrogen; diisobutylaluminium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; toluene;

DOI:10.1002/anie.200603654

upstream raw materials:

(E)-3-(4,5-diphenyloxazol-2-yl)acrylaldehyde

(S)-4-benzyl-3-((2R,3R)-5-(4,5-diphenyloxazol-2-yl)-3-hydroxy-2-methylpentanoyl)oxazolidin-2-one

(S)-4-benzyl-3-((2R,3R,E)-5-(4,5-diphenyloxazol-2-yl)-3-hydroxy-2-methylpent-4-enoyl)oxazolidin-2-one

(S)-4-benzyl-3-((2R,3R)-5-(4,5-diphenyloxazol-2-yl)-2-methyl-3-(triethylsilyloxy)pentanoyl)oxazolidin-2-one

Downstream raw materials:

2-(2-((2R,4R,5R,6S)-2-(4-methoxyphenyl)-5-methyl-6-(2-(1-phenyl-1H-tetrazol-5-ylthio)ethyl)-1,3-dioxan-4-yl)ethyl)-4,5-diphenyloxazole

2-(2-((2R,4R,5R,6S)-2-(4-methoxyphenyl)-5-methyl-6-(2-(1-phenyl-1H-tetrazol-5-ylsulfonyl)ethyl)-1,3-dioxan-4-yl)ethyl)-4,5-diphenyloxazole

(3R,4R,5S)-1-(4,5-diphenyloxazol-2-yl)-4-methyl-7-(1-phenyl-1H-tetrazol-5-ylsulfonyl)heptane-3,5-diol

2-((3S,4R,5R)-4-methyl-7-(1-phenyl-1H-tetrazol-5-ylsulfonyl)-3,5-bis(trimethylsilyloxy)heptyl)-4,5-diphenyloxazole

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