(S)-1-Ethyl-2-<(trimethylsilyl)oxy>-2-cyclohexene-1-propanoic acid methyl ester

Base Information

Chemical Name:(S)-1-Ethyl-2-<(trimethylsilyl)oxy>-2-cyclohexene-1-propanoic acid methyl ester
CAS No.:156326-68-0
Molecular Formula:C₁₅H₂₈O₃Si
Molecular Weight:284.471
Hs Code.:

Synonyms:(S)-1-Ethyl-2-<(trimethylsilyl)oxy>-2-cyclohexene-1-propanoic acid methyl ester

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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 (S)-1-Ethyl-2-<(trimethylsilyl)oxy>-2-cyclohexene-1-propanoic acid methyl ester

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Technology Process of (S)-1-Ethyl-2-<(trimethylsilyl)oxy>-2-cyclohexene-1-propanoic acid methyl ester

There total 1 articles about (S)-1-Ethyl-2-<(trimethylsilyl)oxy>-2-cyclohexene-1-propanoic acid methyl 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:

: 75-77-4
chloro-trimethyl-silane

: 115867-85-1
(+)-(S)-1-Ethyl-2-oxocyclohexane-1-propanoic acid methyl ester

: 156326-68-0
(S)-1-Ethyl-2-<(trimethylsilyl)oxy>-2-cyclohexene-1-propanoic acid methyl ester

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 100 ℃; for 48h; Yield given;
DOI:10.1021/jo00088a008

Reference yield: 80.0%

: 156326-68-0
(S)-1-Ethyl-2-<(trimethylsilyl)oxy>-2-cyclohexene-1-propanoic acid methyl ester

: 156326-69-1
(+)-(S)-1-Ethyl-2-oxo-3-cyclohexene-1-propanoic acid methyl ester

Guidance literature:: With 2,6-dimethylpyridine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 20 ℃; for 96h;
DOI:10.1021/jo00088a008

Reference yield:

: 156326-68-0
(S)-1-Ethyl-2-<(trimethylsilyl)oxy>-2-cyclohexene-1-propanoic acid methyl ester

: (4aR,11cS)-4a-Ethyl-7-(4-methoxy-benzenesulfonyl)-2,3,4,4a,5,6,7,11c-octahydro-1H-pyrido[3,2-c]carbazole

Guidance literature:: Multi-step reaction with 13 steps

1: 80 percent / 2,3-dichloro-5,6-dicyanobenzoquinone, 2,6-lutidine / toluene / 96 h / 20 °C

2: 93 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

3: 82 percent / N-chlorosuccinimide / CCl₄ / 5 h / 0 °C

4: 80 percent / CH₃ONa / 2 h / Heating

5: 74 percent / 1 N aq. HCl / tetrahydrofuran / 3 h

6: 94 percent / p-TsOH / toluene / 5 h / Heating

7: 84 percent / NaH, CuI / hexamethylphosphoric acid triamide / 2.) 120 deg C, 2 h

8: 1.) 1 N lithium triethylborohydride; 6 N aq. NaOH, 2.) 30percent H₂O₂ / 1.) THF, 1 h; EtOH, 2.) room temp., 15 h

9: Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂; tetrahydrofuran / 2 h / 0 °C

10: sodium azide / dimethylformamide / 2 h / 80 °C

11: tetrabutylammonium hydrogenosulfate, 50percent aq. NaOH / CH₂Cl₂ / 2 h

12: 91 percent / H₂ / 10percent Pd-C / ethanol; acetic acid / 24 h / 20 °C / 3800 Torr

13: sodium cyanoborohydride / methanol; acetic acid / 1 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; dmap; sodium hydroxide; N-chloro-succinimide; copper(l) iodide; sodium azide; hydrogen; dihydrogen peroxide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; lithium triethylborohydride; sodium cyanoborohydride; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00088a008