4-[(5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl]benzamide

Base Information

Chemical Name:4-[(5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl]benzamide
CAS No.:1325226-31-0
Molecular Formula:C₃₂H₄₀F₅NO₅
Molecular Weight:613.665
Hs Code.:

4-[(5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl]benzamide

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

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

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

There total 7 articles about 4-[(5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl]benzamide 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: 50.1%

: 1325226-29-6
methyl-4-[(5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl]benzoate

: 1325226-31-0
4-[(5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl]benzamide

Guidance literature:: With ammonia; In methanol; at 85 ℃; for 96h; Sealed tube;
DOI:10.1002/cmdc.201800487

Reference yield:

: 91175-93-8
(5′R,8′S,10′R,13′S,14′S)-5,5,13′-trimethyl-1′,2′,6′,7′,8′,12′,13′,14′,15′,16′-decahydro-17′H-spiro[1,3-dioxane-2,3′-[5,10]epoxycyclopenta[a]phenanthren]-17′-one

: 1325226-31-0
4-[(5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl]benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: methyllithium lithium bromide / toluene; diethyl ether / 1 h / -70 - 0 °C

2.1: magnesium; ethylene dibromide / tetrahydrofuran / 1 h / 23 - 60 °C

2.2: 0.25 h / 0 °C

2.3: 13 h / 0 - 23 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h / 23 °C

4.1: 4-methylmorpholine N-oxide; tetra-n-propylammonium perruthenate. / 3.5 h / 23 °C / Molecular sieve

5.1: sodium chlorite; sodium dihydrogen phosphate monohydrate / tetrahydrofuran; tert-butyl alcohol; water / 3.5 h / 0 °C

6.1: diethyl ether; tetrahydrofuran / 1.5 h / 23 °C

7.1: ammonia / methanol / 96 h / 85 °C / Sealed tube

With sodium chlorite; tetra-n-propylammonium perruthenate.; sodium dihydrogen phosphate monohydrate; methyllithium lithium bromide; tetrabutyl ammonium fluoride; ammonia; magnesium; 4-methylmorpholine N-oxide; ethylene dibromide; In tetrahydrofuran; methanol; diethyl ether; water; toluene; tert-butyl alcohol;

Reference yield:

: 1262049-29-5
4-[(5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl]benzaldehyde

: 1325226-31-0
4-[(5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl]benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium chlorite; sodium dihydrogen phosphate monohydrate / tetrahydrofuran; tert-butyl alcohol; water / 3.5 h / 0 °C

2: diethyl ether; tetrahydrofuran / 1.5 h / 23 °C

3: ammonia / methanol / 96 h / 85 °C / Sealed tube

With sodium chlorite; sodium dihydrogen phosphate monohydrate; ammonia; In tetrahydrofuran; methanol; diethyl ether; water; tert-butyl alcohol;