(E)-(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pent-2-enoic acid methyl ester

Base Information

Chemical Name:(E)-(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pent-2-enoic acid methyl ester
CAS No.:890528-66-2
Molecular Formula:C₄₃H₅₈O₅Si
Molecular Weight:683.016
Hs Code.:

(E)-(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pent-2-enoic acid methyl ester

Synonyms:(E)-(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pent-2-enoic acid methyl ester

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Chemical Property of (E)-(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pent-2-enoic acid methyl ester

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Technology Process of (E)-(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pent-2-enoic acid methyl ester

There total 6 articles about (E)-(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pent-2-enoic 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: 86.0%

: 890528-77-5
(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

: 890528-66-2
(E)-(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pent-2-enoic acid methyl ester

Guidance literature:: (R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester; With Phenylselenyl bromide; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 4h;

With dihydrogen peroxide; In methanol; at 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2006.03.072

Reference yield:

: 890528-64-0
(R)-4-[(3R,5R,7R,8R,9S,10S,13R,14S,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-12-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

: 890528-66-2
(E)-(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pent-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: dioxane / Photolysis

2.1: BF₃*OEt₂ / benzene / 25 °C

3.1: DBU; CS₂; CH₃I / dimethylformamide / 0 - 20 °C

3.2: 86 percent / Bu₃SnH; AIBN / toluene / 120 °C

4.1: LDA; PhSeBr / tetrahydrofuran / 4 h / -78 °C

4.2: 86 percent / aq. H₂O₂ / methanol / 2 h / 20 °C

With carbon disulfide; Phenylselenyl bromide; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; methyl iodide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; benzene; 3.1: Barton deoxygenation;
DOI:10.1016/j.tetlet.2006.03.072

Reference yield:

: (R)-4-[(3R,5R,7R,8R,9S,10S,13R,14S,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-12-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester

: 890528-66-2
(E)-(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-pent-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: BF₃*OEt₂ / benzene / 25 °C

2.1: DBU; CS₂; CH₃I / dimethylformamide / 0 - 20 °C

2.2: 86 percent / Bu₃SnH; AIBN / toluene / 120 °C

3.1: LDA; PhSeBr / tetrahydrofuran / 4 h / -78 °C

3.2: 86 percent / aq. H₂O₂ / methanol / 2 h / 20 °C

With carbon disulfide; Phenylselenyl bromide; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; methyl iodide; In tetrahydrofuran; N,N-dimethyl-formamide; benzene; 2.1: Barton deoxygenation;
DOI:10.1016/j.tetlet.2006.03.072