(3R,5S,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]dioxolan]-3-yl benzoate

Base Information

Chemical Name:(3R,5S,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]dioxolan]-3-yl benzoate
CAS No.:1578266-51-9
Molecular Formula:C₃₀H₄₀O₇
Molecular Weight:512.643
Hs Code.:

(3R,5S,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]dioxolan]-3-yl benzoate

Synonyms:(3R,5S,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]dioxolan]-3-yl benzoate

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Chemical Property of (3R,5S,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]dioxolan]-3-yl benzoate

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Technology Process of (3R,5S,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]dioxolan]-3-yl benzoate

There total 3 articles about (3R,5S,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]dioxolan]-3-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: 89.0%

: 116105-55-6
(3S,5S,8S,9S,10S,11S,13S,14S)-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]-dioxolane-5′,4″-[1,3]dioxolane]-3,11-diol

: 65-85-0,8013-63-6
benzoic acid

: 1578266-51-9
(3R,5S,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]dioxolan]-3-yl benzoate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jm401799j

Reference yield:

: 50-23-7
HYDROCORTISONE

: 1578266-51-9
(3R,5S,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]dioxolan]-3-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride / water / 4 h / 20 °C / Inert atmosphere

1.2: 4 h / 20 °C / Inert atmosphere

2.1: ammonia; lithium / tetrahydrofuran; tert-butyl alcohol / 3 h / -33 °C / Inert atmosphere

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With hydrogenchloride; di-isopropyl azodicarboxylate; ammonia; lithium; triphenylphosphine; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1021/jm401799j

Reference yield:

: 807-05-6
(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]-dioxolan]-3(2H)-one

: 1578266-51-9
(3R,5S,8S,9S,10S,11S,13S,14S)-11-hydroxy-10,13-dimethylhexadecahydrodispiro[cyclopenta[a]phenanthrene-17,4′-[1,3]dioxolane-5′,4″-[1,3]dioxolan]-3-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: ammonia; lithium / tetrahydrofuran; tert-butyl alcohol / 3 h / -33 °C / Inert atmosphere

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; ammonia; lithium; triphenylphosphine; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1021/jm401799j