(4SR)-5-methylene-17-<(4-methylphenyl)sulfonyl>-4,17-secoserratinan-13-one

Base Information

Chemical Name:(4SR)-5-methylene-17-<(4-methylphenyl)sulfonyl>-4,17-secoserratinan-13-one
CAS No.:118949-23-8
Molecular Formula:C₂₄H₃₃NO₃S
Molecular Weight:415.597
Hs Code.:

Synonyms:(4SR)-5-methylene-17-<(4-methylphenyl)sulfonyl>-4,17-secoserratinan-13-one

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Chemical Property of (4SR)-5-methylene-17-<(4-methylphenyl)sulfonyl>-4,17-secoserratinan-13-one

Chemical Property:

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Technology Process of (4SR)-5-methylene-17-<(4-methylphenyl)sulfonyl>-4,17-secoserratinan-13-one

There total 13 articles about (4SR)-5-methylene-17-<(4-methylphenyl)sulfonyl>-4,17-secoserratinan-13-one 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%

: 103498-96-0
(4SR,13RS)-5-methylene-17-<(4-methylphenyl)sulfonyl>-4,17-secoserratinan-13-ol

: 118949-23-8
(4SR)-5-methylene-17-<(4-methylphenyl)sulfonyl>-4,17-secoserratinan-13-one

Guidance literature:: With jones reagent; In acetone; for 0.5h;
DOI:10.1021/jo00268a015

Reference yield:

: 69060-78-2
2-(2-cyanoethyl)-5-methylcyclohex-2-en-1-one

: 118949-23-8
(4SR)-5-methylene-17-<(4-methylphenyl)sulfonyl>-4,17-secoserratinan-13-one

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) TiCl₄ / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) from -70 to -78 deg C, 4 h

2: 94 percent / chromic anhydride, pyridine / CH₂Cl₂ / 0.5 h

3: 96 percent / ethanol / 4 h

4: 100 percent / EtONa / ethanol; dimethylformamide

5: 100 percent / aq. NaOH / aq. ethanol / 72 h

6: 839 mg / oxalyl chloride / benzene / 2 h / Heating

7: 718 mg / tetrahydrofuran; diethyl ether / 0 - 20 °C

8: PhCO₂Ag, Et₃N / 3 h / Ambient temperature

9: 95 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / -120 - 20 °C

10: 1.) DMAP / 1.) CH₂Cl₂, RT, 30 min, 2.) a) -25 deg C, 4 h, b) -20 deg C, 48 h

11: 69 percent / 40percent aq. tetrabutylammonium hydroxide / toluene / 1 h / Heating

12: 86 percent / Jones reagent / acetone / 0.5 h

With pyridine; chromium(VI) oxide; dmap; sodium hydroxide; lithium aluminium tetrahydride; jones reagent; oxalyl dichloride; tetra(n-butyl)ammonium hydroxide; sodium ethanolate; silver benzoate; titanium tetrachloride; triethylamine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1021/jo00268a015

Reference yield:

: 42747-36-4
2-chloro-4-methyl-6-oxo-1-cyclohexene-1-propanenitrile

: 118949-23-8
(4SR)-5-methylene-17-<(4-methylphenyl)sulfonyl>-4,17-secoserratinan-13-one

Guidance literature:: Multi-step reaction with 13 steps

1: 84 percent / zinc-silver couple / methanol / 2 h

2: 1.) TiCl₄ / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) from -70 to -78 deg C, 4 h

3: 94 percent / chromic anhydride, pyridine / CH₂Cl₂ / 0.5 h

4: 96 percent / ethanol / 4 h

5: 100 percent / EtONa / ethanol; dimethylformamide

6: 100 percent / aq. NaOH / aq. ethanol / 72 h

7: 839 mg / oxalyl chloride / benzene / 2 h / Heating

8: 718 mg / tetrahydrofuran; diethyl ether / 0 - 20 °C

9: PhCO₂Ag, Et₃N / 3 h / Ambient temperature

10: 95 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / -120 - 20 °C

11: 1.) DMAP / 1.) CH₂Cl₂, RT, 30 min, 2.) a) -25 deg C, 4 h, b) -20 deg C, 48 h

12: 69 percent / 40percent aq. tetrabutylammonium hydroxide / toluene / 1 h / Heating

13: 86 percent / Jones reagent / acetone / 0.5 h

With pyridine; chromium(VI) oxide; dmap; sodium hydroxide; lithium aluminium tetrahydride; jones reagent; oxalyl dichloride; zinc silver; tetra(n-butyl)ammonium hydroxide; sodium ethanolate; silver benzoate; titanium tetrachloride; triethylamine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1021/jo00268a015