(2R,3S,4S)-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]-2,3-dihydroxy-pentanoic acid methyl ester

Base Information

Chemical Name:(2R,3S,4S)-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]-2,3-dihydroxy-pentanoic acid methyl ester
CAS No.:890528-67-3
Molecular Formula:C₄₃H₆₀O₇Si
Molecular Weight:717.031
Hs Code.:

(2R,3S,4S)-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]-2,3-dihydroxy-pentanoic acid methyl ester

Synonyms:(2R,3S,4S)-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]-2,3-dihydroxy-pentanoic acid methyl ester

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Chemical Property of (2R,3S,4S)-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]-2,3-dihydroxy-pentanoic acid methyl ester

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Technology Process of (2R,3S,4S)-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]-2,3-dihydroxy-pentanoic acid methyl ester

There total 7 articles about (2R,3S,4S)-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]-2,3-dihydroxy-pentanoic 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:

: 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

: 890528-67-3
(2R,3S,4S)-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]-2,3-dihydroxy-pentanoic acid methyl ester

: (2S,3R,4S)-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]-2,3-dihydroxy-pentanoic acid methyl ester

Guidance literature:: With osmium(VIII) oxide; potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 20 ℃; for 20h;
DOI:10.1016/j.tetlet.2006.03.072

Reference yield:

: 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

: 890528-67-3
(2R,3S,4S)-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]-2,3-dihydroxy-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 86 percent / aq. H₂O₂ / methanol / 2 h / 20 °C

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

With osmium(VIII) oxide; Phenylselenyl bromide; potassium hexacyanoferrate(III); lithium diisopropyl amide; In tetrahydrofuran; water; tert-butyl alcohol;
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

: 890528-67-3
(2R,3S,4S)-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]-2,3-dihydroxy-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 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

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

With carbon disulfide; osmium(VIII) oxide; Phenylselenyl bromide; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium hexacyanoferrate(III); lithium diisopropyl amide; methyl iodide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene; 3.1: Barton deoxygenation;
DOI:10.1016/j.tetlet.2006.03.072