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

Base Information

Chemical Name:<2S-(1E,2α,3α,5α)>-<3-(Acetyloxy)-2-hydroxy-2-methyl-5-(1-methylethenyl)cyclohexylidene>acetic Acid Ethyl Ester
CAS No.:123836-51-1
Molecular Formula:C₁₆H₂₄O₅
Molecular Weight:296.364
Hs Code.:

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

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Chemical Property of <2S-(1E,2α,3α,5α)>-<3-(Acetyloxy)-2-hydroxy-2-methyl-5-(1-methylethenyl)cyclohexylidene>acetic Acid Ethyl Ester

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Technology Process of <2S-(1E,2α,3α,5α)>-<3-(Acetyloxy)-2-hydroxy-2-methyl-5-(1-methylethenyl)cyclohexylidene>acetic Acid Ethyl Ester

There total 1 articles about <2S-(1E,2α,3α,5α)>-<3-(Acetyloxy)-2-hydroxy-2-methyl-5-(1-methylethenyl)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: 86.0%

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

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

Guidance literature:: With (diethylamido)sulfur trifluoride; In dichloromethane; 1.)-75 deg C, 1.5 h, 2.)0 deg C, 1.5 h;
DOI:10.1021/jo00288a040

Reference yield: 100.0%

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

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 123836-52-2
<2S-(1E,2α,3α,5α)>-<3-(Acetyloxy)-2-<<(2,2,2-trichloroethoxy)carbonyl>oxy>-2-methyl-5-(1-methylethenyl)cyclohexylidene>acetic Acid Ethyl Ester

Guidance literature:: With dmap; In pyridine; at 25 ℃; for 72h;
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

: 95586-94-0
1α-Fluoro-25-hydroxycholecalciferol

Guidance literature:: Multi-step reaction with 15 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

8: 87 percent / 1.09M NaOEt / ethanol / 0.5 h / 25 °C

9: 60 percent / (diethylamido)sulfur trifluoride / CH₂Cl₂ / 0.5 h / -95 °C

10: 85 percent / fluorenone / various solvent(s) / 1 h / Irradiation

11: 83 percent / diisobutylaluminum hydride / toluene / 40 h / -75 °C

12: 93 percent / N-chlorosuccinimide, dimethyl sulfide / CH₂Cl₂ / 0.5 h / -20 °C

13: 1.)0.338 M lithium diphenylphosphide, 2.)5percent H₂O₂ / 1.)THF, -75 deg C, 2.)CH₂Cl₂, R_.T_., 45 min.

14: 1.)n-BuLi / 1.)THF, -75 deg C, 6 min., 2.)THF, -75 deg C, 5 h

15: 90 percent / 1M tetrabutylammonium fluoride / tetrahydrofuran / 15 h / 20 °C

With 1H-imidazole; dmap; potassium dihydrogenphosphate; N-chloro-succinimide; osmium(VIII) oxide; n-butyllithium; potassium metaperiodate; Martins sulfurane; 9-fluorenone; dimethylsulfide; (diethylamido)sulfur trifluoride; cation-exchange resin AG 50W-X₄; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium ethanolate; diisobutylaluminium hydride; lithium diphenylphosphide; trifluoroacetic anhydride; zinc; In tetrahydrofuran; pyridine; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00288a040