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

Base Information

Chemical Name: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
CAS No.:1325226-29-6
Molecular Formula:C₃₃H₄₁F₅O₆
Molecular Weight:628.677
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 6 articles about 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 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: 84.5%

: 1325226-26-3
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]benzoic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 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

Guidance literature:: In tetrahydrofuran; methanol; hexane; at 23 ℃; for 1.5h;
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

: 1325226-29-6
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

Guidance literature:: Multi-step reaction with 6 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

With sodium chlorite; tetra-n-propylammonium perruthenate.; sodium dihydrogen phosphate monohydrate; methyllithium lithium bromide; tetrabutyl ammonium fluoride; magnesium; 4-methylmorpholine N-oxide; ethylene dibromide; In tetrahydrofuran; 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

: 1325226-29-6
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

Guidance literature:: Multi-step reaction with 2 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

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