(2R,3R)-3-((E)-(S)-3-Hydroxy-oct-1-enyl)-2-[(Z)-3-(4-methoxy-phenyl)-allyl]-cyclopentanone

Base Information

Chemical Name:(2R,3R)-3-((E)-(S)-3-Hydroxy-oct-1-enyl)-2-[(Z)-3-(4-methoxy-phenyl)-allyl]-cyclopentanone
CAS No.:87727-96-6
Molecular Formula:C₂₃H₃₂O₃
Molecular Weight:356.505
Hs Code.:

Synonyms:(2R,3R)-3-((E)-(S)-3-Hydroxy-oct-1-enyl)-2-[(Z)-3-(4-methoxy-phenyl)-allyl]-cyclopentanone

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Chemical Property of (2R,3R)-3-((E)-(S)-3-Hydroxy-oct-1-enyl)-2-[(Z)-3-(4-methoxy-phenyl)-allyl]-cyclopentanone

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Technology Process of (2R,3R)-3-((E)-(S)-3-Hydroxy-oct-1-enyl)-2-[(Z)-3-(4-methoxy-phenyl)-allyl]-cyclopentanone

There total 8 articles about (2R,3R)-3-((E)-(S)-3-Hydroxy-oct-1-enyl)-2-[(Z)-3-(4-methoxy-phenyl)-allyl]-cyclopentanone 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: 75.0%

: 87727-95-5
(2R,3R)-3-[(E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-2-[(Z)-3-(4-methoxy-phenyl)-allyl]-cyclopentanone

: 87727-96-6
(2R,3R)-3-((E)-(S)-3-Hydroxy-oct-1-enyl)-2-[(Z)-3-(4-methoxy-phenyl)-allyl]-cyclopentanone

Guidance literature:: With water; acetic acid; In tetrahydrofuran; 1.) room temperature, 12 h, 2.) 48 deg C, 24 h;

Reference yield:

: 13345-50-1
prostaglandin A₂

: 87727-96-6
(2R,3R)-3-((E)-(S)-3-Hydroxy-oct-1-enyl)-2-[(Z)-3-(4-methoxy-phenyl)-allyl]-cyclopentanone

Guidance literature:: Multi-step reaction with 8 steps

1: diethyl ether / 0.5 h / 0 - 5 °C

2: imidazole / dimethylformamide / 2 h / Ambient temperature

3: 62 percent / 1 M K-Selectride / tetrahydrofuran / 3 h / -55 - -45 °C

4: 65 percent / N-methylmorpholine N-oxide dihydrate, water, osmium tetraoxide / 2-methyl-propan-2-ol; acetone / 0.67 h / 0 - 5 °C

5: 93 percent / sodium metaperiodate / H₂O; dioxane / Ambient temperature

6: sodium methylsulphinylmethanide / 1.) DMSO, 20 deg C, 30 min, 2.) room temperature, 27 h

7: 66 percent / chromium trioxide, pyridine / CH₂Cl₂ / 0.33 h / Ambient temperature

8: 75 percent / acetic acid, water / tetrahydrofuran / 1.) room temperature, 12 h, 2.) 48 deg C, 24 h

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium periodate; osmium(VIII) oxide; water; sodium methylsulfinylmethanide; potassium tri-sec-butyl-borohydride; acetic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

Reference yield:

: 31753-19-2
(5Z,13E)-15-hydroxy-9-oxoprosta 5,10,13 trien-1-oic acid

: 87727-96-6
(2R,3R)-3-((E)-(S)-3-Hydroxy-oct-1-enyl)-2-[(Z)-3-(4-methoxy-phenyl)-allyl]-cyclopentanone

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole / dimethylformamide / 2 h / Ambient temperature

2: 62 percent / 1 M K-Selectride / tetrahydrofuran / 3 h / -55 - -45 °C

3: 65 percent / N-methylmorpholine N-oxide dihydrate, water, osmium tetraoxide / 2-methyl-propan-2-ol; acetone / 0.67 h / 0 - 5 °C

4: 93 percent / sodium metaperiodate / H₂O; dioxane / Ambient temperature

5: sodium methylsulphinylmethanide / 1.) DMSO, 20 deg C, 30 min, 2.) room temperature, 27 h

6: 66 percent / chromium trioxide, pyridine / CH₂Cl₂ / 0.33 h / Ambient temperature

7: 75 percent / acetic acid, water / tetrahydrofuran / 1.) room temperature, 12 h, 2.) 48 deg C, 24 h

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium periodate; osmium(VIII) oxide; water; sodium methylsulfinylmethanide; potassium tri-sec-butyl-borohydride; acetic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;