(5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol

Base Information

Chemical Name:(5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol
CAS No.:1262049-55-7
Molecular Formula:C₃₂H₄₀F₅N₃O₄
Molecular Weight:625.679
Hs Code.:

(5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol

Synonyms:(5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol

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Chemical Property of (5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol

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Technology Process of (5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol

There total 4 articles about (5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol 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: 89.0%

: 1262049-56-8
(5R,8S,11R,13S,14S,17S)-11-[4-(hydroxymethyl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17(4H)-diol

: 1262049-55-7
(5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol

Guidance literature:: With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 3 - 60 ℃; for 20h;

Reference yield:

: (5R,8S,11R,13S,14S,17S)-5',5',13-trimethyl-17-(pentafluoroethyl)-11-(4-vinylphenyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17(4H)-diol

: 1262049-55-7
(5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol

Guidance literature:: Multi-step reaction with 3 steps

1: osmium(VIII) oxide; triethylamine; sodium periodate; sodium hydrogencarbonate / water; tert-butyl alcohol; tetrahydrofuran / 80 h / 23 °C

2: sodium tetrahydroborate; methanol / 2.5 h / 3 °C

3: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 h / 3 - 60 °C

With methanol; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; diphenyl phosphoryl azide; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; water; tert-butyl alcohol;

Reference yield:

: 1026668-61-0
(5′R,8′S,10′R,13′S,14′S,17′S)-5,5,13′-trimethyl-17′-(pentafluoroethyl)-1′,2′,7′,8′,12′,13′,14′,15′,16′,17′-decahydro-6′H-spiro[1,3-dioxane-2,3′-[5,10]epoxycyclopenta[a]phenanthren]-17′-ol

: 1262049-55-7
(5R,8S,11R,13S,14S,17S)-11-(4-azidomethylphenyl)-17-pentafluoroethyl-5',5',13-trimethyl-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1.3]dioxane]-5,17-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium / tetrahydrofuran / 30 - 50 °C

1.2: 1 h / 5 - 23 °C

2.1: osmium(VIII) oxide; triethylamine; sodium periodate; sodium hydrogencarbonate / water; tert-butyl alcohol; tetrahydrofuran / 80 h / 23 °C

3.1: sodium tetrahydroborate; methanol / 2.5 h / 3 °C

4.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 h / 3 - 60 °C

With methanol; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; diphenyl phosphoryl azide; sodium hydrogencarbonate; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; water; tert-butyl alcohol;