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

Base Information

Chemical Name:2-((3S,4R,5R)-4-methyl-7-(1-phenyl-1H-tetrazol-5-ylsulfonyl)-3,5-bis(trimethylsilyloxy)heptyl)-4,5-diphenyloxazole
CAS No.:929882-90-6
Molecular Formula:C₃₆H₄₇N₅O₅SSi₂
Molecular Weight:718.037
Hs Code.:

Synonyms: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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Chemical Property of 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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Technology Process of 2-((3S,4R,5R)-4-methyl-7-(1-phenyl-1H-tetrazol-5-ylsulfonyl)-3,5-bis(trimethylsilyloxy)heptyl)-4,5-diphenyloxazole

There total 14 articles about 2-((3S,4R,5R)-4-methyl-7-(1-phenyl-1H-tetrazol-5-ylsulfonyl)-3,5-bis(trimethylsilyloxy)heptyl)-4,5-diphenyloxazole 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: 88.0%

: 929883-02-3
(3R,4R,5S)-1-(4,5-diphenyloxazol-2-yl)-4-methyl-7-(1-phenyl-1H-tetrazol-5-ylsulfonyl)heptane-3,5-diol

: 75-77-4
chloro-trimethyl-silane

: 929882-90-6
2-((3S,4R,5R)-4-methyl-7-(1-phenyl-1H-tetrazol-5-ylsulfonyl)-3,5-bis(trimethylsilyloxy)heptyl)-4,5-diphenyloxazole

Guidance literature:: With 1H-imidazole; In dichloromethane; for 0.166667h;
DOI:10.1002/anie.200603654

Reference yield:

: 917988-94-4
(E)-3-(4,5-diphenyloxazol-2-yl)acrylaldehyde

: 929882-90-6
2-((3S,4R,5R)-4-methyl-7-(1-phenyl-1H-tetrazol-5-ylsulfonyl)-3,5-bis(trimethylsilyloxy)heptyl)-4,5-diphenyloxazole

Guidance literature:: Multi-step reaction with 13 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

10: 80 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.25 h

11: 83 percent / (NH₄)6Mo₇O₂₄; hydrogen peroxide / ethanol; CH₂Cl₂ / 8 h / 20 °C

12: 74 percent / aluminum bromide; ethanethiol / CH₂Cl₂; 1,2-dibromo-ethane / 0.5 h / 20 °C

13: 88 percent / imidazole / CH₂Cl₂ / 0.17 h

With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; ammonium heptamolybdate; lithium aluminium tetrahydride; n-butyllithium; chloro-trimethyl-silane; aluminum tri-bromide; potassium tert-butylate; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; triethylamine; triphenylphosphine; ethanethiol; magnesium chloride; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; ethyl acetate; ethylene dibromide; toluene; 10: Mitsunobu reaction;
DOI:10.1002/anie.200603654

Reference yield:

: 917988-95-5
(S)-4-benzyl-3-((2R,3R,E)-5-(4,5-diphenyloxazol-2-yl)-3-hydroxy-2-methylpent-4-enoyl)oxazolidin-2-one

: 929882-90-6
2-((3S,4R,5R)-4-methyl-7-(1-phenyl-1H-tetrazol-5-ylsulfonyl)-3,5-bis(trimethylsilyloxy)heptyl)-4,5-diphenyloxazole

Guidance literature:: Multi-step reaction with 12 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

9: 80 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.25 h

10: 83 percent / (NH₄)6Mo₇O₂₄; hydrogen peroxide / ethanol; CH₂Cl₂ / 8 h / 20 °C

11: 74 percent / aluminum bromide; ethanethiol / CH₂Cl₂; 1,2-dibromo-ethane / 0.5 h / 20 °C

12: 88 percent / imidazole / CH₂Cl₂ / 0.17 h

With 1H-imidazole; 2,6-dimethylpyridine; hydrogenchloride; ammonium heptamolybdate; lithium aluminium tetrahydride; n-butyllithium; aluminum tri-bromide; potassium tert-butylate; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; triphenylphosphine; ethanethiol; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; ethyl acetate; ethylene dibromide; toluene; 9: Mitsunobu reaction;
DOI:10.1002/anie.200603654