1-(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]dioxolan-4-yl)-2-methyl-propan-1-one

Base Information

Chemical Name:1-(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]dioxolan-4-yl)-2-methyl-propan-1-one
CAS No.:890528-81-1
Molecular Formula:C₅₄H₇₄O₆Si
Molecular Weight:847.263
Hs Code.:

1-(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]dioxolan-4-yl)-2-methyl-propan-1-one

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Chemical Property of 1-(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]dioxolan-4-yl)-2-methyl-propan-1-one

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Technology Process of 1-(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]dioxolan-4-yl)-2-methyl-propan-1-one

There total 11 articles about 1-(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]dioxolan-4-yl)-2-methyl-propan-1-one 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:

: 3-(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]dioxolan-4-yl)-2,4-dimethyl-pentan-3-ol

: 890528-81-1
1-(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]dioxolan-4-yl)-2-methyl-propan-1-one

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;
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

: 890528-81-1
1-(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]dioxolan-4-yl)-2-methyl-propan-1-one

Guidance literature:: Multi-step reaction with 6 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

5: 36 h / -78 - 0 °C

6: Dess-Martin agent; aq. NaHCO₃ / CH₂Cl₂ / 2 h / 20 °C

With sodium hydroxide; osmium(VIII) oxide; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; 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

: 890528-81-1
1-(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]dioxolan-4-yl)-2-methyl-propan-1-one

Guidance literature:: Multi-step reaction with 8 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

7.1: 36 h / -78 - 0 °C

8.1: Dess-Martin agent; aq. NaHCO₃ / CH₂Cl₂ / 2 h / 20 °C

With carbon disulfide; sodium hydroxide; osmium(VIII) oxide; Phenylselenyl bromide; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; 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