<3R-(1E,3α,5α)>-<3-(Acetyloxy)-2-methylene-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexylidene>acetic Acid Ethyl Ester

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Chemical Name:<3R-(1E,3α,5α)>-<3-(Acetyloxy)-2-methylene-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexylidene>acetic Acid Ethyl Ester
CAS No.:123836-58-8
Molecular Formula:C₁₉H₃₂O₅Si
Molecular Weight:368.546
Hs Code.:

Synonyms:<3R-(1E,3α,5α)>-<3-(Acetyloxy)-2-methylene-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexylidene>acetic Acid Ethyl Ester

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Chemical Property of <3R-(1E,3α,5α)>-<3-(Acetyloxy)-2-methylene-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexylidene>acetic Acid Ethyl Ester

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Technology Process of <3R-(1E,3α,5α)>-<3-(Acetyloxy)-2-methylene-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexylidene>acetic Acid Ethyl Ester

There total 8 articles about <3R-(1E,3α,5α)>-<3-(Acetyloxy)-2-methylene-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexylidene>acetic Acid Ethyl Ester 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: 99.0%

: 123836-57-7
<2S-(1E,2α,3α,5α)>-<3-(Acetyloxy)-2-hydroxy-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methylcyclohexylidene>acetic Acid Ethyl Ester

: 123836-58-8
<3R-(1E,3α,5α)>-<3-(Acetyloxy)-2-methylene-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexylidene>acetic Acid Ethyl Ester

Guidance literature:: With Martins sulfurane; In tetrachloromethane; at 25 ℃; for 1.5h;
DOI:10.1021/jo00288a040

Reference yield:

: 123836-51-1
<2S-(1E,2α,3α,5α)>-<3-(Acetyloxy)-2-hydroxy-2-methyl-5-(1-methylethenyl)cyclohexylidene>acetic Acid Ethyl Ester

: 123836-58-8
<3R-(1E,3α,5α)>-<3-(Acetyloxy)-2-methylene-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexylidene>acetic Acid Ethyl Ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / 4-(dimethylamino)pyridine / pyridine / 72 h / 25 °C

2: 83 percent / 1percent aq. OsO₄, potassium periodate / tetrahydrofuran; H₂O / 31 h / 25 °C

3: 93 percent / 90percent H₂O₂, trifluoracetic anhydride, KH₂PO₄ / CH₂Cl₂ / 23 h / 0 °C

4: 58 percent / cation-exchange resin AG 50W-X₄ / ethanol / 21 h / 25 °C

5: 96 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

6: 100 percent / Zn, 1M KH₂PO₄ / tetrahydrofuran / 4.5 h / 25 °C

7: 99 percent / bis<α,α-bis(trifluoromethyl)benzenemethanolato>diphenylsulfur / CCl4 / 1.5 h / 25 °C

With 1H-imidazole; dmap; potassium dihydrogenphosphate; osmium(VIII) oxide; potassium metaperiodate; Martins sulfurane; cation-exchange resin AG 50W-X₄; dihydrogen peroxide; trifluoroacetic anhydride; zinc; In tetrahydrofuran; pyridine; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00288a040

Reference yield:

: 81506-17-4
<2S-(1E,2α,3β,5α)>-<2-(acetyloxy)-3-hydroxy-2-methyl-5-(1-methylethenyl)cyclohexylidene>acetic acid ethyl ester

: 123836-58-8
<3R-(1E,3α,5α)>-<3-(Acetyloxy)-2-methylene-5-<<(1,1-dimethylethyl)dimethylsilyl>oxy>cyclohexylidene>acetic Acid Ethyl Ester

Guidance literature:: Multi-step reaction with 8 steps

1: 86 percent / (diethylamido)sulfur trifluoride / CH₂Cl₂ / 1.)-75 deg C, 1.5 h, 2.)0 deg C, 1.5 h

2: 100 percent / 4-(dimethylamino)pyridine / pyridine / 72 h / 25 °C

3: 83 percent / 1percent aq. OsO₄, potassium periodate / tetrahydrofuran; H₂O / 31 h / 25 °C

4: 93 percent / 90percent H₂O₂, trifluoracetic anhydride, KH₂PO₄ / CH₂Cl₂ / 23 h / 0 °C

5: 58 percent / cation-exchange resin AG 50W-X₄ / ethanol / 21 h / 25 °C

6: 96 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

7: 100 percent / Zn, 1M KH₂PO₄ / tetrahydrofuran / 4.5 h / 25 °C

8: 99 percent / bis<α,α-bis(trifluoromethyl)benzenemethanolato>diphenylsulfur / CCl4 / 1.5 h / 25 °C

With 1H-imidazole; dmap; potassium dihydrogenphosphate; osmium(VIII) oxide; potassium metaperiodate; Martins sulfurane; (diethylamido)sulfur trifluoride; cation-exchange resin AG 50W-X₄; dihydrogen peroxide; trifluoroacetic anhydride; zinc; In tetrahydrofuran; pyridine; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00288a040