(3α,5α,11β)-3,11-bis(benzyloxy)-20-oxopregnane-17,21-diyldiacetate

Base Information

Chemical Name:(3α,5α,11β)-3,11-bis(benzyloxy)-20-oxopregnane-17,21-diyldiacetate
CAS No.:1578266-57-5
Molecular Formula:C₃₉H₅₀O₇
Molecular Weight:630.822
Hs Code.:

Synonyms:(3α,5α,11β)-3,11-bis(benzyloxy)-20-oxopregnane-17,21-diyldiacetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3α,5α,11β)-3,11-bis(benzyloxy)-20-oxopregnane-17,21-diyldiacetate

Chemical Property:

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Technology Process of (3α,5α,11β)-3,11-bis(benzyloxy)-20-oxopregnane-17,21-diyldiacetate

There total 7 articles about (3α,5α,11β)-3,11-bis(benzyloxy)-20-oxopregnane-17,21-diyldiacetate 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: 90.6%

: 1578266-55-3
(3α,5α,11β)-3,11-bis(benzyloxy)-17,21-dihydroxypregnan-20-one

: 108-24-7
acetic anhydride

: 1578266-57-5
(3α,5α,11β)-3,11-bis(benzyloxy)-20-oxopregnane-17,21-diyldiacetate

Guidance literature:: With p-toluenesulfonic acid monohydrate; In toluene; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jm401799j

Reference yield:

: 50-23-7
HYDROCORTISONE

: 1578266-57-5
(3α,5α,11β)-3,11-bis(benzyloxy)-20-oxopregnane-17,21-diyldiacetate

Guidance literature:: Multi-step reaction with 7 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

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 4.5 h / 0 °C / Inert atmosphere; Reflux

5.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C / Inert atmosphere; Reflux

5.2: 36 h / Inert atmosphere; Reflux

6.1: hydrogen fluoride / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

7.1: p-toluenesulfonic acid monohydrate / toluene / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; hydrogen fluoride; p-toluenesulfonic acid monohydrate; ammonia; lithium; sodium hydride; triphenylphosphine; In tetrahydrofuran; water; toluene; mineral oil; 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

: 1578266-57-5
(3α,5α,11β)-3,11-bis(benzyloxy)-20-oxopregnane-17,21-diyldiacetate

Guidance literature:: Multi-step reaction with 6 steps

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

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

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 4.5 h / 0 °C / Inert atmosphere; Reflux

4.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C / Inert atmosphere; Reflux

4.2: 36 h / Inert atmosphere; Reflux

5.1: hydrogen fluoride / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

6.1: p-toluenesulfonic acid monohydrate / toluene / 24 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; hydrogen fluoride; p-toluenesulfonic acid monohydrate; ammonia; lithium; sodium hydride; triphenylphosphine; In tetrahydrofuran; toluene; mineral oil; tert-butyl alcohol;
DOI:10.1021/jm401799j