[2,2,3a,4,4-d5]-17,20;20,21-bismethylenedioxy-3β-p-toluenesulfooxy-5α-pregnan-11β-ol

Base Information

Chemical Name:[2,2,3a,4,4-d5]-17,20;20,21-bismethylenedioxy-3β-p-toluenesulfooxy-5α-pregnan-11β-ol
CAS No.:1415087-42-1
Molecular Formula:C₃₀H₄₂O₈S
Molecular Weight:567.685
Hs Code.:

Synonyms:[2,2,3a,4,4-d5]-17,20;20,21-bismethylenedioxy-3β-p-toluenesulfooxy-5α-pregnan-11β-ol

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Chemical Property of [2,2,3a,4,4-d5]-17,20;20,21-bismethylenedioxy-3β-p-toluenesulfooxy-5α-pregnan-11β-ol

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Technology Process of [2,2,3a,4,4-d5]-17,20;20,21-bismethylenedioxy-3β-p-toluenesulfooxy-5α-pregnan-11β-ol

There total 8 articles about [2,2,3a,4,4-d5]-17,20;20,21-bismethylenedioxy-3β-p-toluenesulfooxy-5α-pregnan-11β-ol 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: 100.0%

: 1415087-27-2
[2,2,3a,4,4-d5]-17,20;20,21-bismethylenedioxy-5α-pregnan-3β,11β-diol

: 98-59-9
p-toluenesulfonyl chloride

: 1415087-42-1
[2,2,3a,4,4-d5]-17,20;20,21-bismethylenedioxy-3β-p-toluenesulfooxy-5α-pregnan-11β-ol

Guidance literature:: With pyridine; at 20 ℃; for 30h;
DOI:10.1016/j.steroids.2012.08.007

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

: 1415087-42-1
[2,2,3a,4,4-d5]-17,20;20,21-bismethylenedioxy-3β-p-toluenesulfooxy-5α-pregnan-11β-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium; ammonia / tetrahydrofuran / 0.33 h / 20 °C

2.1: [D]-sodium hydroxide; water-d2 / deuteromethanol; 1,4-dioxane / 22 h / 60 °C / Inert atmosphere

2.2: 3 h / 20 °C / Inert atmosphere

3.1: pyridine / 30 h / 20 °C

With pyridine; [D]-sodium hydroxide; ammonia; water-d2; lithium; In tetrahydrofuran; 1,4-dioxane; deuteromethanol; 1.1: |Birch Reduction;
DOI:10.1016/j.steroids.2012.08.007

Reference yield:

: 1415087-25-0
17,20;20,21-bismethylenedioxy-11β-trimethylsilyloxy-5α-pregnan-3-one

: 1415087-42-1
[2,2,3a,4,4-d5]-17,20;20,21-bismethylenedioxy-3β-p-toluenesulfooxy-5α-pregnan-11β-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: sulfuric acid / acetone

2.1: [D]-sodium hydroxide; water-d2 / deuteromethanol; 1,4-dioxane / 22 h / 60 °C / Inert atmosphere

2.2: 3 h / 20 °C / Inert atmosphere

3.1: pyridine / 30 h / 20 °C

With pyridine; [D]-sodium hydroxide; sulfuric acid; water-d2; In 1,4-dioxane; deuteromethanol; acetone;
DOI:10.1016/j.steroids.2012.08.007