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

Base Information

Chemical Name:3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aS,10aR)-1,4a,8a-trimethyl-tetradecahydro-phenanthren-2-yl ester
CAS No.:141396-90-9
Molecular Formula:C₃₃H₄₂O₃
Molecular Weight:486.695
Hs Code.:

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

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

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

There total 4 articles about 3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aS,10aR)-1,4a,8a-trimethyl-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: 75.0%

: 71388-83-5
p-benzoyl-2,3-dihydrocinnamic acid

: 141396-86-3
(1R,2S,4aR,4bR,8aS,10aR)-1,4a,8a-Trimethyl-tetradecahydro-phenanthren-2-ol

: 141396-90-9
3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aS,10aR)-1,4a,8a-trimethyl-tetradecahydro-phenanthren-2-yl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In diethyl ether; dichloromethane; for 8h;
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

: 141396-90-9
3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aS,10aR)-1,4a,8a-trimethyl-tetradecahydro-phenanthren-2-yl ester

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 141396-81-8
(1R,2S,4aR,8aS,10aR)-1,4a,8a-Trimethyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-2-ol

: 141396-90-9
3-(4-Benzoyl-phenyl)-propionic acid (1R,2S,4aR,4bR,8aS,10aR)-1,4a,8a-trimethyl-tetradecahydro-phenanthren-2-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 57 percent / H₂ / 10percent Pd/C / ethanol / 288 h / 2585.7 Torr

2: 75 percent / DMAP, DCC / diethyl ether; CH₂Cl₂ / 8 h

With dmap; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane;
DOI:10.1021/jo00040a050