5-{1-[3-(tert-butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethyl}-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

Base Information

Chemical Name:5-{1-[3-(tert-butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethyl}-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester
CAS No.:890528-68-4
Molecular Formula:C₅₂H₇₀O₇Si
Molecular Weight:835.209
Hs Code.:

5-{1-[3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1<i>H</i>-cyclopenta[<i>a</i>]phenanthren-17-yl]-ethyl}-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

Synonyms:5-{1-[3-(tert-butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethyl}-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

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Chemical Property of 5-{1-[3-(tert-butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethyl}-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

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Technology Process of 5-{1-[3-(tert-butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethyl}-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

There total 9 articles about 5-{1-[3-(tert-butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethyl}-2,2-dimethyl-[1,3]dioxolane-4-carboxylic 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: 95.0%

: 890528-80-0
5-{1-[3-(tert-butyl-diphenyl-silanyloxy)-7-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethyl}-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

: 824-94-2
p-methoxybenzyl chloride

: 890528-68-4
5-{1-[3-(tert-butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethyl}-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/j.tetlet.2006.03.072

Reference yield:

: 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

: 890528-68-4
5-{1-[3-(tert-butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethyl}-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: OsO₄; K₃Fe(CN)6 / H₂O; 2-methyl-propan-2-ol / 20 h / 20 °C

2: 96 percent / PTSA / CH₂Cl₂ / 0 - 20 °C

3: 84 percent / aq. NaOH / methanol / 1 h / 0 °C

4: 95 percent / NaH / dimethylformamide / 0 - 20 °C

With sodium hydroxide; osmium(VIII) oxide; sodium hydride; toluene-4-sulfonic acid; potassium hexacyanoferrate(III); In methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.03.072

Reference yield:

: 890528-65-1
(R)-4-[(3R,5R,7R,8R,9S,10S,13R,17R)-7-Acetoxy-3-(tert-butyl-diphenyl-silanyloxy)-12-hydroxy-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

: 890528-68-4
5-{1-[3-(tert-butyl-diphenyl-silanyloxy)-7-(4-methoxy-benzyloxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethyl}-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: 86 percent / Bu₃SnH; AIBN / toluene / 120 °C

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

2.2: 86 percent / aq. H₂O₂ / methanol / 2 h / 20 °C

3.1: OsO₄; K₃Fe(CN)6 / H₂O; 2-methyl-propan-2-ol / 20 h / 20 °C

4.1: 96 percent / PTSA / CH₂Cl₂ / 0 - 20 °C

5.1: 84 percent / aq. NaOH / methanol / 1 h / 0 °C

6.1: 95 percent / NaH / dimethylformamide / 0 - 20 °C

With carbon disulfide; sodium hydroxide; osmium(VIII) oxide; Phenylselenyl bromide; sodium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium hexacyanoferrate(III); lithium diisopropyl amide; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Barton deoxygenation;
DOI:10.1016/j.tetlet.2006.03.072