3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aR,10aR)-1,4a,8a-trimethyl-6-oxo-tetradecahydro-phenanthren-2-yl ester

Base Information

Chemical Name:3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aR,10aR)-1,4a,8a-trimethyl-6-oxo-tetradecahydro-phenanthren-2-yl ester
CAS No.:141397-05-9
Molecular Formula:C₃₃H₄₀O₄
Molecular Weight:500.678
Hs Code.:

Synonyms:3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aR,10aR)-1,4a,8a-trimethyl-6-oxo-tetradecahydro-phenanthren-2-yl ester

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Chemical Property of 3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aR,10aR)-1,4a,8a-trimethyl-6-oxo-tetradecahydro-phenanthren-2-yl ester

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Technology Process of 3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aR,10aR)-1,4a,8a-trimethyl-6-oxo-tetradecahydro-phenanthren-2-yl ester

There total 7 articles about 3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aR,10aR)-1,4a,8a-trimethyl-6-oxo-tetradecahydro-phenanthren-2-yl 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:

: 141396-91-0,141435-18-9
C₃₃H₄₂O₃

: 141397-05-9
3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aR,10aR)-1,4a,8a-trimethyl-6-oxo-tetradecahydro-phenanthren-2-yl ester

Guidance literature:: With chromium(VI) oxide; acetic acid; In dichloromethane; at -30 - -20 ℃; Yield given;
DOI:10.1021/jo00040a050

Reference yield:

: 91237-33-1
(+/-)-(4aR,8aS)-(4aα,8aα)-4,4a,6,7,8,8a,9,10-octahydro-1,4a,8a-trimethylphenanthren-2(3H)-one

: 141397-05-9
3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aR,10aR)-1,4a,8a-trimethyl-6-oxo-tetradecahydro-phenanthren-2-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: Li-bronze, 2-methyl-2-propanol / tetrahydrofuran; liquid ammonia / 1.5 h

2: 75 percent / lithium tri-sec-butylaluminum hydride / tetrahydrofuran / 1.) -78 deg C, 1h, 2.) up to 0 deg C, 10-15 min

3: 57 percent / H₂ / 10percent Pd/C / ethanol / 288 h / 2585.7 Torr

4: 75 percent / DMAP, DCC / diethyl ether; CH₂Cl₂ / 8 h

5: 35 mg / benzene / 0.67 h / Irradiation

6: CrO₃, CH₃COOH / CH₂Cl₂ / -30 - -20 °C

With chromium(VI) oxide; dmap; LiSnCu; lithium tri-sec-butylaluminum hydride; hydrogen; acetic acid; dicyclohexyl-carbodiimide; tert-butyl alcohol; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; ammonia; benzene;
DOI:10.1021/jo00040a050

Reference yield:

: 141396-82-9
(+/-)-(1α,4aβ,8aβ,10aα)-3,4,4a,6,7,8,8a,9,10,10a-decahydro-1,4a,8a-trimethylphenanthren-2(3H)-one

: 141397-05-9
3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aR,10aR)-1,4a,8a-trimethyl-6-oxo-tetradecahydro-phenanthren-2-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / lithium tri-sec-butylaluminum hydride / tetrahydrofuran / 1.) -78 deg C, 1h, 2.) up to 0 deg C, 10-15 min

2: 57 percent / H₂ / 10percent Pd/C / ethanol / 288 h / 2585.7 Torr

3: 75 percent / DMAP, DCC / diethyl ether; CH₂Cl₂ / 8 h

4: 35 mg / benzene / 0.67 h / Irradiation

5: CrO₃, CH₃COOH / CH₂Cl₂ / -30 - -20 °C

With chromium(VI) oxide; dmap; lithium tri-sec-butylaluminum hydride; hydrogen; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; benzene;
DOI:10.1021/jo00040a050